Реакция #2045024

Уравнение реакции

6-(4-amino-phenoxy)hexanoic acid methyl ester

6-(4-Amino-phenoxy)-hexanoic acid methyl ester

triethylamine

triphosgene

→

36

Выход 72.3%

6-(4-Isocyanato-phenoxy)-hexanoic acid methyl ester

Выход 72.3%

Растворители

toluene

Условия реакции

Обработка

1. 1
   Другоеrose to 60° C
2. 2
   Температураmaintained at this temperature for 26 hours
3. 3
   ТемператураThe reaction mixture was cooled to room temperature
4. 4
   Фильтрацияthe solids were filtered
5. 5
   workup.DISTILLATIONthe toluene was distilled off under vacuum
6. 6
   Другоеto get crude 36, which
7. 7
   workup.DISTILLATIONdistilled

Методика

To a mixture of 6-(4-amino-phenoxy)hexanoic acid methyl ester 21 (26 grams, 109.7 mmol) and triethylamine (29.2 g, 288.56 mmol) in toluene (390 ml) under nitrogen atm. was added triphosgene (15.6 grams, 52.56 mmol) in one lot. The reaction was exothermic and the internal temperature rose to 60° 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 cooled to room temperature, the solids were filtered, and the toluene was distilled off under vacuum to get crude 36, which was vacuum distilled to get pure 36 (10 g, 34.7%). M.p: 47-50° C.

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