2-(3-Methoxyphenyl)-cyclopentanol → 2-(3-Methoxyphenyl)cyclopentan-1-one

HRID 418900

반응식

HRID 418900 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[CH2:13][CH2:12][CH2:11][CH:10]2[OH:14])[CH:6]=[CH:7][CH:8]=1.[Cr](Cl)(O)(=O)=O.N1C=CC=CC=1>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[CH2:13][CH2:12][CH2:11][C:10]2=[O:14])[CH:6]=[CH:7][CH:8]=1

참가 물질

4

반응물 2

HCID 27596482-(3-Methoxyphenyl)-cyclopentanolHCID 178526118HCID 178526118, 화합물

생성물 1

HCID 123629382-(3-Methoxyphenyl)cyclopentan-1-one수율 69,131.797%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 2-(3-methoxyphenyl)-cyclopentanol (6.4 g, 0.033 mmoles) in 140 ml of methylene chloride, add a mixture of pyridine chlorochromate (14.4 g, 0.066 mmoles), and silica gel (14.4 g). After 1.5 hours, an equivalent amount of oxidizing agent and silica gel is added and the reaction is stirred an additional 3.5 hours. Reduce the solvent in half in vacuo at 35° C. and chromatograph on silica with 3-1 hexanes-ethyl acetate to yield 4.34 g of the titled compound. 1H NMR (CDCl3): 7.25 (m, 1H), 6.81-6.74 (m, 3H), 3.8 (s, 3H), 3.31 (m, 1H), 2.5 (m, 2H), 2.3 (m, 1H), 2.1 (m, 2H), 1.9 (m, 1H).

후처리

  1. additionis added

출처 및 근거

ORD 기록
ord-738078e0ef6a4d98ad540e558f77b71f
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093302B2

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