2-(3-氯苯氧基)乙酰胺

反应条件: temp:165.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of N-(3-chloro-4-morpholinophenyl)-3-oxobutanamide (0.48 g, 1.62 mmol), 2-(3-chlorophenoxy)acetamide (0.60 g, 3.24 mmol) and titanium tetraisopropanolate (2.4 mL) in xylene (10 mL) was stirred at 165° C. for 24 h. The mixture was cooled to rt and 60 mL of toluene and 60 mL of saturated NH4Cl aqueous solution were added. The resulting mixture was stirred at rt overnight and filtered and the filtrate was extracted with DCM (20 mL×4). The combined organic layers were washed with brine (30 mL×2), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a yellow solid (0.46 g, 64%). The compound was characterized by the following spectroscopic data: The mixture was cooled to rt The resulting mixture was stirred at rt overnight filtered the filtrate was extracted with DCM (20 mL×4) The combined organic layers were washed with brine (30 mL×2) dried over anhydrous Na2SO4 concentrated in vacuo The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1)

反应条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 3-chlorophenol (2.57 g, 20.0 mmol), 2-bromoacetamide (2.76 g, 20.0 mmol) and K2CO3 (5.53 g, 40.0 mmol) in acetone (40 mL) was stirred at 70° C. overnight. The mixture was then cooled to rt and filtered and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a white solid (3.22 g, 87%). The mixture was then cooled to rt filtered the filtrate was concentrated in vacuo The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1)

反应条件: temp:165.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of N-(3-chloro-4-morpholinophenyl)-3-oxobutanamide (0.48 g, 1.62 mmol), 2-(3-chlorophenoxy)acetamide (0.60 g, 3.24 mmol) and titanium tetraisopropanolate (2.4 mL) in xylene (10 mL) was stirred at 165° C. for 24 h. The mixture was cooled to rt and 60 mL of toluene and 60 mL of saturated NH4Cl aqueous solution were added. The resulting mixture was stirred at rt overnight and filtered and the filtrate was extracted with DCM (20 mL×4). The combined organic layers were washed with brine (30 mL×2), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a yellow solid (0.46 g, 64%). The compound was characterized by the following spectroscopic data: The mixture was cooled to rt The resulting mixture was stirred at rt overnight filtered the filtrate was extracted with DCM (20 mL×4) The combined organic layers were washed with brine (30 mL×2) dried over anhydrous Na2SO4 concentrated in vacuo The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1)

反应条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 3-chlorophenol (2.57 g, 20.0 mmol), 2-bromoacetamide (2.76 g, 20.0 mmol) and K2CO3 (5.53 g, 40.0 mmol) in acetone (40 mL) was stirred at 70° C. overnight. The mixture was then cooled to rt and filtered and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a white solid (3.22 g, 87%). The mixture was then cooled to rt filtered the filtrate was concentrated in vacuo The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1)

反应条件: temp:165.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of N-(3-chloro-4-morpholinophenyl)-3-oxobutanamide (0.48 g, 1.62 mmol), 2-(3-chlorophenoxy)acetamide (0.60 g, 3.24 mmol) and titanium tetraisopropanolate (2.4 mL) in xylene (10 mL) was stirred at 165° C. for 24 h. The mixture was cooled to rt and 60 mL of toluene and 60 mL of saturated NH4Cl aqueous solution were added. The resulting mixture was stirred at rt overnight and filtered and the filtrate was extracted with DCM (20 mL×4). The combined organic layers were washed with brine (30 mL×2), dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a yellow solid (0.46 g, 64%). The compound was characterized by the following spectroscopic data: The mixture was cooled to rt The resulting mixture was stirred at rt overnight filtered the filtrate was extracted with DCM (20 mL×4) The combined organic layers were washed with brine (30 mL×2) dried over anhydrous Na2SO4 concentrated in vacuo The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1)

反应条件: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A mixture of 3-chlorophenol (2.57 g, 20.0 mmol), 2-bromoacetamide (2.76 g, 20.0 mmol) and K2CO3 (5.53 g, 40.0 mmol) in acetone (40 mL) was stirred at 70° C. overnight. The mixture was then cooled to rt and filtered and the filtrate was concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a white solid (3.22 g, 87%). The mixture was then cooled to rt filtered the filtrate was concentrated in vacuo The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1)