تفاعل #2045048

معادلة التفاعل

Benzyloxyacetyl chloride

2-(4-aminophenoxy)propionic acid methyl ester

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

triethylamine

→

68

المردود 59.8%

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

المردود 59.8%

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   ترشيحSolids were filtered off
2. 2
   workup.DISTILLATIONacetone distilled off
3. 3
   workup.ADDITIONwater (100 ml) added
4. 4
   استخلاصCrude 68 was extracted into chloroform
5. 5
   غسيلwashed with 5% sodium bicarbonate (2×100 ml), water (200 ml)
6. 6
   تجفيفdried over sodium sulphate
7. 7
   workup.DISTILLATIONdistilled
8. 8
   أخرىCrude 68 was purified by column chromatography on silica gel

الإجراء التجريبي

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.

المصدر