Reacción #2045017

Ecuación de reacción

(4-Amino-phenoxy)-acetic acid methyl ester

triethylamine

triphosgene

→

28

Rendimiento 159.1%

(4-Isocyanato-phenoxy)-acetic acid methyl ester

Rendimiento 159.1%

Disolventes

toluene

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaLater the reaction mixture was heated to 75° C. over a period of one hour
2. 2
   Temperaturamaintained at this temperature for 26 hours
3. 3
   TemperaturaThe reaction mixture was then cooled to room temperature
4. 4
   Filtraciónthe solids were filtered off
5. 5
   workup.DISTILLATIONthe toluene was distilled off under vacuum
6. 6
   Otroto get crude 28, which
7. 7
   workup.DISTILLATIONdistilled

Procedimiento

To a mixture of (4-Amino-phenoxy)-acetic acid methyl ester 15 (15 g, 82.87 mmol) and triethylamine (16.77 g, 165.73 mmol) in toluene (225 ml) under nitrogen atm. at 0° C. was added triphosgene (9 g, 30.33 mmol) in one lot. The reaction was exothermic and the temperature raised to 25° C. Later the reaction mixture was heated to 75° C. over a period of one hour and maintained at this temperature for 26 hours. The reaction mixture was then cooled to room temperature, the solids were filtered off, and the toluene was distilled off under vacuum to get crude 28, which was vacuum distilled to get pure 28 (10 g, 58.3%) as a white powder. M.p: 50-53° C.

Fuente