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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 23, Number 2
JKCSEZ 23(2)
April 20, 1979 

Isolation and Characterization of 5,6-Dimethoxy-1,2,3,4-tetrahydro-2(1H)-naphthalenone from Catalytic Reductions of the Respective 2-Amino-, and 2-Nitro-3,4-dihydro-5,6-dimethoxy-1(2H)-naphthalenone

2-Amino-와 2-Nitro-3,4-dihydro-5,6-dimethoxy-1(2H)-naphthalenone의 촉매수소화에서 5,6-Dimethoxy-1,2,3,4-tetrahydro-2(1H)-naphthalenone의 분리 및 구조결정
Jack C. Kim

2-amino-와 2-nitro-3,4-dihydro-5,6-dimethoxy-1(2H)-naphthalenone의 촉매수소화에서 주생성물인 2-amino-5,6-dimethoxy-1,2,3,4-tetrahydronaphthalene을 얻었고 동시에 극소량의 5,6-dimethoxy-1,2,3,4-tetrahydro-2(1H)-naphthalenone을 얻었다. 이 전이된 생성물의 구조결정은 ir와 nmr, 그리고 원소분석으로 확인하였고 전이메카니즘을 제시하였다.

From the catalytic reductions of the respective 2-amino-, and 2-nitro-3,4-dihydro-5,6-dimethoxy-1(2H)-naphthalenone, a major reduction product of 2-amino-5,6-dimethoxy-1,2,3,4-tetrahydro-naphthalene was obtained, along with a minute amount of rearranged product, 5,6-dimethoxy-1,2,3,4-tetrahydro-2(1H)-naphthalenone. The unusual formation of 5,6-dimethoxy-1,2,3,4-tetrahydro-2(1H)-naphthalenone was verified on the basis of ir, and nmr spectra, and elemental analysis. A plausible mechanism for the rearrangement is proposed.

94 - 98
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