반응 #2045048

반응 방정식

Benzyloxyacetyl chloride

2-(4-aminophenoxy)propionic acid methyl ester

2-(4-Amino-phenoxy)-propionic acid methyl ester

triethylamine

→

68

수율 59.8%

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

수율 59.8%

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 68 was extracted into chloroform
5. 5
   세척washed with 5% sodium bicarbonate (2×100 ml), water (200 ml)
6. 6
   건조dried over sodium sulphate
7. 7
   workup.DISTILLATIONdistilled
8. 8
   기타Crude 68 was purified by column chromatography on silica gel

실험 절차

Benzyloxyacetyl chloride (28 g, 152 mmol) was added dropwise to a mixture of 2-(4-aminophenoxy)propionic acid methyl ester 18 (20 g, 102.5 mmol) and triethylamine (23 ml, 165 mmol) in acetone (120 ml) at 0° C. and stirred at room temperature for 12 hrs. Solids were filtered off, acetone distilled off and water (100 ml) added. Crude 68 was extracted into chloroform, washed with 5% sodium bicarbonate (2×100 ml), water (200 ml), dried over sodium sulphate and distilled. Crude 68 was purified by column chromatography on silica gel using benzene as eluant to get pure 68 (21 g, 59.8%) as a light brown powder. M.p: 67-70° C.

출처