반응 #2045050

반응 방정식

Benzyloxyacetyl chloride

6-(4-aminophenoxy)hexanoic acid methyl ester

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

triethylamine

→

70

수율 22.2%

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

수율 22.2%

용매

acetone

반응 조건

후처리

1. 1
   여과Solids were filtered off
2. 2
   workup.DISTILLATIONacetone distilled off
3. 3
   workup.ADDITIONwater (100 ml) added
4. 4
   추출Crude 70 was extracted into chloroform
5. 5
   세척washed with 5% sodium bicarbonate solution (2×100 ml), water (100 ml)
6. 6
   건조dried over sodium sulphate
7. 7
   workup.DISTILLATIONdistilled
8. 8
   기타Crude 70 was purified by column chromatography on silica gel

실험 절차

Benzyloxyacetyl chloride (25 gm, 135.5 mmol) was added dropwise to a mixture of 6-(4-aminophenoxy)hexanoic acid methyl ester 21 (25 g, 105 mmol) and triethylamine (21.4 g, 211.6 mmol) in acetone (200 ml) at 0° C. and stirred at room temp. for 12 hrs. Solids were filtered off, acetone distilled off and water (100 ml) added. Crude 70 was extracted into chloroform, washed with 5% sodium bicarbonate solution (2×100 ml), water (100 ml), dried over sodium sulphate and distilled. Crude 70 was purified by column chromatography on silica gel using benzene as eluant to get pure 70 (9 g, 22.2%) as a off-white powder. M.p: 46-49° C.

출처