反応 #2045048

反応方程式

Benzyloxyacetyl chloride

2-(4-aminophenoxy)propionic acid methyl ester

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

triethylamine

→

68

収率 59.8%

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

収率 59.8%

溶媒

acetone

反応条件

後処理

1. 1
   ろ過Solids were filtered off
2. 2
   workup.DISTILLATIONacetone distilled off
3. 3
   workup.ADDITIONwater (100 ml) added
4. 4
   抽出Crude 68 was extracted into chloroform
5. 5
   洗浄washed with 5% sodium bicarbonate (2×100 ml), water (200 ml)
6. 6
   乾燥dried over sodium sulphate
7. 7
   workup.DISTILLATIONdistilled
8. 8
   その他Crude 68 was purified by column chromatography on silica gel

実験手順

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.

出典