Реакция #2045017

Уравнение реакции

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

triethylamine

triphosgene

→

28

Выход 159.1%

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

Выход 159.1%

Растворители

toluene

Условия реакции

Обработка

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

Методика

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.

Источник