Acetic Acid → 1-Acetyl-3,5-dimethyl Adamantane

HRID 2302095

反応式

HRID 2302095 の反応式
[CH3:1][C:2]12[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][C:4]([CH3:12])([CH2:5]3)[CH2:3]1)[CH2:9]2.[C:13]([C:16]([CH3:18])=[O:17])([CH3:15])=[O:14].[C:19]([OH:22])(=[O:21])[CH3:20]>C([O-])(=O)C.[Co+2].C([O-])(=O)C>[C:16]([C:13]12[CH2:1][C:2]3([CH3:11])[CH2:9][CH:8]([CH2:10][C:4]([CH3:5])([CH2:3]3)[CH2:15]1)[CH2:7]2)(=[O:17])[CH3:18].[C:16]([C:13]12[CH2:1][C:2]3([CH3:11])[CH2:3][C:4]([CH3:12])([CH2:10][C:8]([C:19](=[O:22])[CH3:20])([CH2:9]3)[CH2:15]1)[CH2:5]2)(=[O:17])[CH3:18].[CH3:12][C:4]12[CH2:10][C:8]3([OH:14])[CH2:7][CH:6]([CH2:11][C:2]([CH3:1])([CH2:9]3)[CH2:3]1)[CH2:5]2.[CH3:12][C:4]12[CH2:10][CH:8]3[CH2:7][CH:6]([CH2:11][C:2]([CH3:1])([C:9]3=[O:21])[CH2:3]1)[CH2:5]2

参加物

8

反応物 3

HCID 176Acetic AcidHCID 650ButanedioneHCID 128001,3-Dimethyladamantane2 回

生成物 4

HCID 2657933,5-Dimethyl-1-adamantanol収率 6%HCID 121131241-Acetyl-3,5-dimethyl Adamantane収率 40%HCID 121131411,3-Diacetyl-5,7-dimethyladamantane収率 15%HCID 126443321,3-Dimethyl-4-adamantanone収率 4%

試薬・触媒・溶媒 1

HCID 6277Cobalt diacetate触媒

反応条件

温度
60 °C

実験手順

A mixture of 3 mmol of 1,3-dimethyladamantane, 18 mmol of biacetyl, 0.015 mmol of cobalt (II) acetate, and 3 ml of acetic acid was stirred at 60° C. under an oxygen atmosphere (1 atm) for 4 hours. Gas chromatographic analysis of products in the reaction mixture revealed that 1,3-dimethyladamantane was converted, at a rate of 93%, to 1-acetyl-3,5-dimethyladamantane (yield 40%), 1,3-diacetyl-5,7-dimethyladamantane (yield 15%), 1-acetyl-3,5-d-methyl-7-adamantanol (yield 5%), 1,3-dimethyl-5-adamantanol (yield 6%), and 1,3-dimethyl-4-adamantanone (yield 4%).

出典と根拠

ORDレコード
ord-bd1167e0930d4c7e884b10f8d5118839
出典データセット
uspto-grants-2002_08
特許番号
US06429314B1

関連ノート

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