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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 22, Number 5
JKCSEZ 22(5)
October 20, 1978 

 
Title
Studies on the Hydrolysis of α-Bromophenylacetamide

α-Bromophenylacetamide의 가수분해 반응연구
Author
In Kyu Kim, Young Jin Yoon

김인규, 윤용진
Keywords
Abstract
α-Bromophenylacetamide를 황산중에서 가수분해시키면 대개의 경우 mandelic acid와 α-bromophenylacetic acid의 혼합물이 얻어지고, 염산의 경우에는 α-chlorophenylacetic acid만이 얻어졌다. 그러나 조건을 잘 조절하면 mandelic acid와 α-chlorophenylacetic acid는 각각 86, 95 % 이상의 좋은 수율로 순수하게 생성되지만, α-bromophenylacetic acid만을 순수하게 생성시키는 최적 조건은 찾지 못하였다. 즉 이들 조건에서 α-탄소의 브롬이 각각 OH-와 Cl-로 쉽게 치환되었다.

The hydrolysis of α-bromophenylacetamide in the acidic media has been studied. The reactions in sulfuric acid and p-toluenesulfonic acid afforded mainly mandelic acid ; on the other hand, in hydrochloric acid α-chlorophenylacetic acid was the main product. In either case, it was difficult to obtain α-bromophenylacetic acid without concomittant formation of mandelic acid and α-chlorophenylacetic acid respectively from the hydrolysis of α-bromophenylacetamide. Mandelic acid and α-chlorophenylacetic acid were obtained in good yields (86, 95 %) in sulfuric and hydrochloric acid respectively; the reactions are therefore potentially useful processes for obtaining them.

Page
334 - 339
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