반응 #2492361

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

HCl

Methanol

→

64

수율 37.2%

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

수율 37.2%

반응 조건

후처리

1. 1
   기타at 10° C.
2. 2
   기타for 1 hour
3. 3
   온도refluxed for 48 hours
4. 4
   workup.DISTILLATIONMethanol (2.5 liter) was distilled
5. 5
   workup.ADDITIONice water (1 liter) was added
6. 6
   추출Crude 64 was extracted into chloroform
7. 7
   세척washed with 5% NaHCO3 solution, water
8. 8
   건조dried over Na2SO4
9. 9
   workup.DISTILLATIONdistilled

실험 절차

To a mixture of 2-(4-Amino-phenoxy)-propionic acid 63 (240 grams, 1.103 mmol), in Methanol (4.8 liters) was passed dry HCl gas at 10° C. for 1 hour and refluxed for 48 hours. Methanol (2.5 liter) was distilled, ice water (1 liter) was added and the pH was adjusted to 7.5 with K2CO3. Crude 64 was extracted into chloroform, washed with 5% NaHCO3 solution, water, dried over Na2SO4 and distilled to give 64 (80 grams, 37.2%) as a brown syrup. The structure was confirmed with NMR. IHNMR (CDCl3) δ 1.56(d, 3H,CH3), 2.9(bs, 2H,—NH2), 3.72(s,3H,ester), 4.58(q,1H,CH), 6.53 (d,2H,Ar), 6.68(d,2H,Ar).

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