反応 #2045026

反応方程式

6-[4-(2-Hydroxyethoxycarbonylamino)phenoxy]hexanoic acid methyl ester

6-[4-(2-Hydroxy-ethoxycarbonylamino)-phenoxy]-hexanoic acid methyl ester

6-(4-Isocyanatophenoxy)hexanoic acid methyl ester

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

→

38

収率 95.0%

6-(4-{2-[4-(5-Methoxycarbonyl-pentyloxy)-phenylcarbamoyloxy]-ethoxycarbonylamino}-phenoxy)-hexanoic acid methyl ester

収率 95.0%

溶媒

toluene

反応条件

後処理

1. 1
   workup.DISTILLATIONToluene was distilled off
2. 2
   workup.ADDITIONwater (50 ml) was added
3. 3
   ろ過The solid was filtered
4. 4
   その他dried
5. 5
   その他to give crude 38, which
6. 6
   その他was purified by column chromatography on silica gel

実験手順

To a mixture of 6-[4-(2-Hydroxyethoxycarbonylamino)phenoxy]hexanoic acid methyl ester 37 (5 g, 15.38 mmol) in toluene (50 ml) was added 6-(4-Isocyanatophenoxy)hexanoic acid methyl ester 36 (4 g, 15.2 mmol) at room temperature and heated to 60° C. for 2 hours. Toluene was distilled off and water (50 ml) was added. The solid was filtered and dried to give crude 38, which was purified by column chromatography on silica gel using chloroform as eluant to get pure 38 (8.5 g, 94%) as a white powder. M.p: 118-120.5° C.

出典