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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 44, Number 5
JKCSEZ 44(5)
October 20, 2000 

The Synthesis of α-FunctionaEzed Benzylamine

α-Functionalized Benzylamine의 합성
Hyeung-Jae Kim, Su-Dong Cho, Chuljin Ahn, Woo-Hong Joo, Dong-Soo Shin

김형제, 최수동, 안철진, 주우홍, 신동수
α-Functionalized benzylamine(Nu=OAc, OMe, N3)은 유기합성의 출발물질 또는 synthon으로서 매우 유용할 것이다. 본 연구에서는 benzylphthalimide를 137 ℃, chlorobenzene 용매 하에서 NBS/NaOAc/HOAc조건을 사용하여, 높은 수율로 phthalimide-benzyl acetate을 얻는 방법을 개발하였다. 마지막으로, phthalimide-benzyl acetate을 NH2NH2/HOAc 조건 하에서, amino(phenyl)methyl acetate (1)을 합성하였다.

α-Functionalized benzylamine(Nu=OAc, OMe, N₃) will be very usefud as a starting material or synton in organic synthesis. We have investigated the first synthetic methodology of phthalimide-ben-zylacetate from benzylphthalimide, which are prepared in NBS/NaOAc/HOAc in chlorobenzene at 137℃ for 12 hr in good yield. Finally, amino(phenyl)methyl acetate (1) was synthesized from phthalimide-benzyl acetate under NH₂NH₂/HOAC.

442 - 447
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