tert-butyl 2-isocyanatoacetate

反应条件: temp:7.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Into a 500-mL 3-necked round-bottom flask was placed tert-butyl 2-aminoacetate (135.1, 5.9 g, 44.98 mmol, 1.00 equiv). Then dichloromethane (180 mL) and ditrichloromethyl carbonate (4.43 g, 14.93 mmol, 0.33 equiv) were added at 0° C. After 30 min triethylamine (13.65 g, 134.89 mmol, 3.00 equiv) was added to the above mixture. The resulting solution was stirred for 4 h at 5-10° C. in a water/ice bath. The solids were filtered out. The filtrate was concentrated under vacuum. The resulting solution was diluted with 50 mL of ethyl ether. The solids were filtered out. The resulting mixture was concentrated under vacuum. Purification afforded 7.1 g (crude) of tert-butyl 2-isocyanatoacetate (135.2) as a yellow oil. Into a 500-mL 3-necked round-bottom flask was placed The solids were filtered out The filtrate was concentrated under vacuum The resulting solution was diluted with 50 mL of ethyl ether The solids were filtered out The resulting mixture was concentrated under vacuum Purification

反应条件: temp:7.51; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Into a 500-mL 3-necked round-bottom flask was placed tert-butyl 2-aminoacetate (135.1, 5.9 g, 44.98 mmol, 1.00 equiv). Then dichloromethane (180 mL) and ditrichloromethyl carbonate (4.43 g, 14.93 mmol, 0.33 equiv) were added at 0° C. After 30 min triethylamine (13.65 g, 134.89 mmol, 3.00 equiv) was added to the above mixture. The resulting solution was stirred for 4 h at 5-10° C. in a water/ice bath. The solids were filtered out. The filtrate was concentrated under vacuum. The resulting solution was diluted with 50 mL of ethyl ether. The solids were filtered out. The resulting mixture was concentrated under vacuum. Purification afforded 7.1 g (crude) of tert-butyl 2-isocyanatoacetate (135.2) as a yellow oil. Into a 500-mL 3-necked round-bottom flask was placed The solids were filtered out The filtrate was concentrated under vacuum The resulting solution was diluted with 50 mL of ethyl ether The solids were filtered out The resulting mixture was concentrated under vacuum Purification