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

HRID 418900

反応式

HRID 418900 の反応式
[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

参加物

4

反応物 2

HCID 27596482-(3-Methoxyphenyl)-cyclopentanolHCID 178526118HCID 178526118、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

  1. additionis added

出典と根拠

ORDレコード
ord-738078e0ef6a4d98ad540e558f77b71f
出典データセット
uspto-grants-2012_01
特許番号
US08093302B2

関連ノート

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