反応 #2045024

反応方程式

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

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

triethylamine

triphosgene

→

36

収率 72.3%

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

収率 72.3%

溶媒

toluene

反応条件

後処理

1. 1
   その他rose to 60° C
2. 2
   温度maintained at this temperature for 26 hours
3. 3
   温度The reaction mixture was cooled to room temperature
4. 4
   ろ過the solids were filtered
5. 5
   workup.DISTILLATIONthe toluene was distilled off under vacuum
6. 6
   その他to get crude 36, which
7. 7
   workup.DISTILLATIONdistilled

実験手順

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.

出典