4'-溴-4-氯苯丁酮

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a solution of 1-(4-bromophenyl)-4-chlorobutan-1-one (1.00 g, 3.83 mmol) in methanol (20 mL) was added sodium borohydride (260 mg, 7.66 mmol) at 0° C. The mixture was stirred at 0° C. for 1 hour. 1M HCl was added and the mixture was stirred for 15 minutes. Solvents were removed and the residue was extracted with ethyl acetate (10 mL×2). The combined organic layer were washed with brine, dried and concentrated to give target compound (1 g, 99%) as a light yellow oil. the mixture was stirred for 15 minutes Solvents were removed the residue was extracted with ethyl acetate (10 mL×2) The combined organic layer were washed with brine dried concentrated

反应条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a solution of 1-(4-bromophenyl)-4-chlorobutan-1-one (1.00 g, 3.83 mmol) in methanol (20 mL) was added sodium borohydride (260 mg, 7.66 mmol) at 0° C. The mixture was stirred at 0° C. for 1 hour. 1 M HCl was added and the mixture was stirred for 15 minutes. Solvents were removed and the residue was extracted with ethyl acetate (10 mL×2). The combined organic layer were washed with brine, dried and concentrated to give target compound (1 g, 99%) as a light yellow oil. the mixture was stirred for 15 minutes Solvents were removed the residue was extracted with ethyl acetate (10 mL×2) The combined organic layer were washed with brine dried concentrated

反应条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a solution of 1-(4-bromophenyl)-4-chlorobutan-1-one (1.00 g, 3.83 mmol) in methanol (20 mL) was added sodium borohydride (260 mg, 7.66 mmol) at 0° C. The mixture was stirred at 0° C. for 1 hour. 1 M HCl was added and the mixture was stirred for 15 minutes. Solvents were removed and the residue was extracted with ethyl acetate (10 mL×2). The combined organic layer were washed with brine, dried and concentrated to give target compound (1 g, 99%) as a light yellow oil. the mixture was stirred for 15 minutes Solvents were removed the residue was extracted with ethyl acetate (10 mL×2) The combined organic layer were washed with brine dried concentrated

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

实验步骤: 10 g (38.2 mmol) of 4′-bromo-4-chlorobutyrophenone, 4 g (38.2 mmol) of 2,2-dimethyl-1,3-propanediol and 200 mg (1 mmol) of p-toluenesulfonic acid monohydrate were heated under reflex in benzene for 3 days to conduct the azeotropic dehydration. Saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture. After the extraction with ethyl acetate, the extract was washed with water and saturated aqueous common salt solution and then dried over anhydrous magnesium sulfate. The solvent was evaporated to obtain the title compound. After the extraction with ethyl acetate the extract was washed with water and saturated aqueous common salt solution dried over anhydrous magnesium sulfate The solvent was evaporated

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

实验步骤: 10 g (38.2 mmol) of 4′-bromo-4-chlorobutyrophenone, 4 g (38.2 mmol) of 2,2-dimethyl-1,3-propanediol and 200 mg (1 mmol) of p-toluenesulfonic acid monohydrate were heated under reflex in benzene for 3 days to conduct the azeotropic dehydration. Saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture. After the extraction with ethyl acetate, the extract was washed with water and saturated aqueous common salt solution and then dried over anhydrous magnesium sulfate. The solvent was evaporated to obtain the title compound. After the extraction with ethyl acetate the extract was washed with water and saturated aqueous common salt solution dried over anhydrous magnesium sulfate The solvent was evaporated

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

实验步骤: 4-Chloro-4'-bromobutyrophenone (2.61 g.), 4-benzamidopiperidine (2.04 g.) and anhydrous potassium carbonate (1.38 g.) were reacted together in the manner of Example 68 to give the title compound (3.34 g.) as the hydrochloride, colourless microcrystals, m.p. 268.0° .

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

实验步骤: 4-Chloro-4'-bromobutyrophenone (2.61 g.), 4-benzamidopiperidine (2.04 g.) and anhydrous potassium carbonate (1.38 g.) were reacted together in the manner of Example 68 to give the title compound (3.34 g.) as the hydrochloride, colourless microcrystals, m.p. 268.0° .

反应条件: temp:0.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a solution of 1-(4-bromophenyl)-4-chlorobutan-1-one (1.00 g, 3.83 mmol) in methanol (20 mL) was added sodium borohydride (260 mg, 7.66 mmol) at 0° C. The mixture was stirred at 0° C. for 1 hour. 1M HCl was added and the mixture was stirred for 15 minutes. Solvents were removed and the residue was extracted with ethyl acetate (10 mL×2). The combined organic layer were washed with brine, dried and concentrated to give target compound (1 g, 99%) as a light yellow oil. the mixture was stirred for 15 minutes Solvents were removed the residue was extracted with ethyl acetate (10 mL×2) The combined organic layer were washed with brine dried concentrated

实验步骤: 投料: 取500ml单口瓶，加入sm1和乙腈，室温下分别加入碳酸钾，碘化钾，sm2，添加完毕后，升至60℃下搅拌过周末 lcms（14614-s1-n），原料剩余少部分，有产物ms生成

实验步骤: 投料: 取500ml单口瓶，加入sm1和乙腈，室温下分别加入碳酸钾，碘化钾，sm2，添加完毕后，升至60℃下搅拌过夜。 lcms（14614-s1-n），原料剩余少部分，有产物ms生成 后处理：反应液直接加入硅胶拌样纯化（DCM：meoh=20:1），得到白色固体4.5g

实验步骤: 投料: 取500ml单口瓶，加入M-C4X-14614-SM1（15g 57.4mmol 1eq）和乙腈（170ml），室温下分别加入碳酸钾（15.9g 114.8mmol 2eq）、碘化钾（1.91g 11.5mmol 0.2eq）、M-C4X-14614-SM2（13.4g 63.1mmol 1.1eq），添加完毕后，升至60℃下搅拌过夜。 lcms（14614-s1-n），原料剩余少部分，有产物ms生成 后处理：反应液直接加入硅胶拌样纯化（DCM：meoh=20:1），得到白色固体9.5g