반응 #725907

반응 방정식

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

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

triethylamine

triphosgene

→

36

수율 72.3%

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

수율 72.3%

용매

toluene

반응 조건

후처리

1. 1
   기타rose to 60° C
2. 2
   온도maintained at this temperature for 26 hours
3. 3
   온도The reaction mixture was cooled to room temperature
4. 4
   여과the solids were filtered
5. 5
   workup.DISTILLATIONthe toluene was distilled off under vacuum
6. 6
   기타to get crude 36, which
7. 7
   workup.DISTILLATIONdistilled

실험 절차

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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