2-(三氟甲基)-苯乙酸甲酯

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Methyl (2-trifluoromethylphenyl)acetate (5.0 g) was dissolved in tetrahydrofuran (10 mL), and the solution was added at −78° C. to a solution containing potassium bistrimethylsilylamide (50 mL) in tetrahydrofuran (190 mL). After stirring for 30 minutes, epibromohydrin (1.96 mL) was added at the same temperature. After further 10 minutes, a boron trifluoride-diethyl ether complex (3.16 mL) was added. After stirring at −78° C. for one hour, the reaction was terminated with a saturated sodium bicarbonate aqueous solution. The organic layer diluted with ethyl acetate was washed with a saturated sodium bicarbonate aqueous solution and brine and dried over magnesium sulfate. Concentration under reduced pressure gave a residue which was dissolved in methanol (50 mL) and methylene chloride (50 mL) and treated with potassium carbonate (15.8 g). After one hour, potassium carbonate was precipitated by adding methylene chloride (200 mL) and removed by filtration through celite. The resulting solution was washed with saturated ammonium chloride aqueous solution and brine and dried over magnesium sulfate. Concentration under reduced pressure gave a crude product. The crude product was purified by silica gel column chromatography (mobile phase:ethyl acetate/heptane=0 to 30%) to obtain a diastereomer mixture (2.61 g). the solution was added at −78° C. to a solution After further 10 minutes a boron trifluoride-diethyl ether complex (3.16 mL) was added After stirring at −78° C. for one hour the reaction was terminated with a saturated sodium bicarbonate aqueous solution The organic layer diluted with ethyl acetate was washed with a saturated sodium bicarbonate aqueous solution and brine dried over magnesium sulfate Concentration under reduced pressure gave a residue which After one hour potassium carbonate was precipitated by adding methylene chloride (200 mL) removed by filtration through celite The resulting solution was washed with saturated ammonium chloride aqueous solution and brine dried over magnesium sulfate Concentration under reduced pressure gave a crude product The crude product was purified by silica gel column chromatography (mobile phase:ethyl acetate/heptane=0 to 30%)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 2-trifluoromethylphenylacetic acid (5.0 g) in methanol (30 ml) containing 5 drops of concentrated sulphuric acid was heated at reflux for 2 hours. The reaction mixture was concentrated, diluted with ethyl acetate (100 ml), washed with 1N sodium hydroxide (25 ml) then with brine (25 ml), dried over magnesium sulphate and evaporated to give the title compound (5.04 g) as a colourless oil. was heated at reflux for 2 hours The reaction mixture was concentrated diluted with ethyl acetate (100 ml) washed with 1N sodium hydroxide (25 ml) with brine (25 ml), dried over magnesium sulphate evaporated

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Methyl 2-trifluoromethylphenylacetate (5 g) was dissolved in THF (75 mL). Potassium tert-butoxide (2.71 g) was added under ice-cooling, and the reaction solution was stirred for 30 minutes. tert-Butyl 3-bromopropionate (3.83 mL) was added to the reaction solution. The reaction solution was gradually heated until room temperature and stirred for four hours. A 1 N hydrochloric acid aqueous solution was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (carrier: Chromatorex Si; elution solvent: heptane:ethyl acetate=19:1→heptane:ethyl acetate=1:1) to obtain the title compound (6 g). The property values of the compound are as follows. cooling stirred for four hours followed by extraction with ethyl acetate The organic layer was dried over magnesium sulfate concentrated under reduced pressure The resulting residue was purified by silica gel chromatography (carrier: Chromatorex Si; elution solvent: heptane:ethyl acetate=19:1→heptane:ethyl acetate=1:1)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Methyl (2-trifluoromethylphenyl)acetate (5.0 g) was dissolved in tetrahydrofuran (10 mL), and the solution was added at −78° C. to a solution containing potassium bistrimethylsilylamide (50 mL) in tetrahydrofuran (190 mL). After stirring for 30 minutes, epibromohydrin (1.96 mL) was added at the same temperature. After further 10 minutes, a boron trifluoride-diethyl ether complex (3.16 mL) was added. After stirring at −78° C. for one hour, the reaction was terminated with a saturated sodium bicarbonate aqueous solution. The organic layer diluted with ethyl acetate was washed with a saturated sodium bicarbonate aqueous solution and brine and dried over magnesium sulfate. Concentration under reduced pressure gave a residue which was dissolved in methanol (50 mL) and methylene chloride (50 mL) and treated with potassium carbonate (15.8 g). After one hour, potassium carbonate was precipitated by adding methylene chloride (200 mL) and removed by filtration through celite. The resulting solution was washed with saturated ammonium chloride aqueous solution and brine and dried over magnesium sulfate. Concentration under reduced pressure gave a crude product. The crude product was purified by silica gel column chromatography (mobile phase:ethyl acetate/heptane=0 to 30%) to obtain a diastereomer mixture (2.61 g). the solution was added at −78° C. to a solution After further 10 minutes a boron trifluoride-diethyl ether complex (3.16 mL) was added After stirring at −78° C. for one hour the reaction was terminated with a saturated sodium bicarbonate aqueous solution The organic layer diluted with ethyl acetate was washed with a saturated sodium bicarbonate aqueous solution and brine dried over magnesium sulfate Concentration under reduced pressure gave a residue which After one hour potassium carbonate was precipitated by adding methylene chloride (200 mL) removed by filtration through celite The resulting solution was washed with saturated ammonium chloride aqueous solution and brine dried over magnesium sulfate Concentration under reduced pressure gave a crude product The crude product was purified by silica gel column chromatography (mobile phase:ethyl acetate/heptane=0 to 30%)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 2-trifluoromethylphenylacetic acid (5.0 g) in methanol (30 ml) containing 5 drops of concentrated sulphuric acid was heated at reflux for 2 hours. The reaction mixture was concentrated, diluted with ethyl acetate (100 ml), washed with 1 N sodium hydroxide (25 ml) then with brine (25 ml), dried over magnesium sulphate and evaporated to give the title compound (5.04 g) as a colourless oil. was heated at reflux for 2 hours The reaction mixture was concentrated diluted with ethyl acetate (100 ml) washed with 1 N sodium hydroxide (25 ml) with brine (25 ml), dried over magnesium sulphate evaporated

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 2-trifluoromethylphenylacetic acid (5.0 g) in methanol (30 ml) containing 5 drops of concentrated sulphuric acid was heated at reflux for 2 hours. The reaction mixture was concentrated, diluted with ethyl acetate (100 ml), washed with 1N sodium hydroxide (25 ml) then with brine (25 ml), dried over magnesium sulphate and evaporated to give the title compound (5.04 g) as a colourless oil. was heated at reflux for 2 hours The reaction mixture was concentrated diluted with ethyl acetate (100 ml) washed with 1N sodium hydroxide (25 ml) with brine (25 ml), dried over magnesium sulphate evaporated

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Methyl 2-trifluoromethylphenylacetate (5 g) was dissolved in THF (75 mL). Potassium tert-butoxide (2.71 g) was added under ice-cooling, and the reaction solution was stirred for 30 minutes. tert-Butyl 3-bromopropionate (3.83 mL) was added to the reaction solution. The reaction solution was gradually heated until room temperature and stirred for four hours. A 1 N hydrochloric acid aqueous solution was added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (carrier: Chromatorex Si; elution solvent: heptane:ethyl acetate=19:1→heptane:ethyl acetate=1:1) to obtain the title compound (6 g). The property values of the compound are as follows. cooling stirred for four hours followed by extraction with ethyl acetate The organic layer was dried over magnesium sulfate concentrated under reduced pressure The resulting residue was purified by silica gel chromatography (carrier: Chromatorex Si; elution solvent: heptane:ethyl acetate=19:1→heptane:ethyl acetate=1:1)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Methyl (2-trifluoromethylphenyl)acetate (5.0 g) was dissolved in tetrahydrofuran (10 mL), and the solution was added at −78° C. to a solution containing potassium bistrimethylsilylamide (50 mL) in tetrahydrofuran (190 mL). After stirring for 30 minutes, epibromohydrin (1.96 mL) was added at the same temperature. After further 10 minutes, a boron trifluoride-diethyl ether complex (3.16 mL) was added. After stirring at −78° C. for one hour, the reaction was terminated with a saturated sodium bicarbonate aqueous solution. The organic layer diluted with ethyl acetate was washed with a saturated sodium bicarbonate aqueous solution and brine and dried over magnesium sulfate. Concentration under reduced pressure gave a residue which was dissolved in methanol (50 mL) and methylene chloride (50 mL) and treated with potassium carbonate (15.8 g). After one hour, potassium carbonate was precipitated by adding methylene chloride (200 mL) and removed by filtration through celite. The resulting solution was washed with saturated ammonium chloride aqueous solution and brine and dried over magnesium sulfate. Concentration under reduced pressure gave a crude product. The crude product was purified by silica gel column chromatography (mobile phase:ethyl acetate/heptane=0 to 30%) to obtain a diastereomer mixture (2.61 g). the solution was added at −78° C. to a solution After further 10 minutes a boron trifluoride-diethyl ether complex (3.16 mL) was added After stirring at −78° C. for one hour the reaction was terminated with a saturated sodium bicarbonate aqueous solution The organic layer diluted with ethyl acetate was washed with a saturated sodium bicarbonate aqueous solution and brine dried over magnesium sulfate Concentration under reduced pressure gave a residue which After one hour potassium carbonate was precipitated by adding methylene chloride (200 mL) removed by filtration through celite The resulting solution was washed with saturated ammonium chloride aqueous solution and brine dried over magnesium sulfate Concentration under reduced pressure gave a crude product The crude product was purified by silica gel column chromatography (mobile phase:ethyl acetate/heptane=0 to 30%)