Butanedione → 3,5-Dimethyl-1-adamantanol

HRID 2302096

反応式

HRID 2302096 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(C(C)=O)(C)=[O:14].[C:19]([C:22]12[CH2:32][C:26]3([CH3:33])[CH2:27][C:28]([OH:31])([CH2:30][C:24]([CH3:34])([CH2:25]3)[CH2:23]1)[CH2:29]2)(=[O:21])[CH3:20]>C([O-])(=O)C.[Co+2].C([O-])(=O)C.C(O)(=O)C>[C:19]([C:22]12[CH2:32][C:26]3([CH3:33])[CH2:27][CH:28]([CH2:30][C:24]([CH3:34])([CH2:25]3)[CH2:23]1)[CH2:29]2)(=[O:21])[CH3:20].[CH3:19][C:22]12[CH2:29][C:28]3([OH:31])[CH2:30][CH:24]([CH2:25][C:26]([CH3:33])([CH2:27]3)[CH2:32]1)[CH2:23]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:14])[CH2:3]1)[CH2:5]2

参加物

8

反応物 3

HCID 650ButanedioneHCID 128001,3-Dimethyladamantane2 回HCID 134640741-Acetyl-3,5-dimethyl-7-adamantanol

生成物 3

HCID 2657933,5-Dimethyl-1-adamantanol収率 17%HCID 121131241-Acetyl-3,5-dimethyl Adamantane収率 8%HCID 126443321,3-Dimethyl-4-adamantanone収率 5%

試薬・触媒・溶媒 2

HCID 6277Cobalt diacetate触媒HCID 176Acetic Acid溶媒

実験手順

A mixture of 3 mmol of 1,3-dimethyladamantane, 9 mmol of biacetyl, 0.0006 mmol of cobalt (II) acetate, and 3 ml of acetic acid was starred at 60° C. under an oxygen atmosphere(1 atm) for 4 hours. Gas chromatographic analysis of products in the reaction mixture demonstrated that 1,3-dimethyladamantane was converted, at a rate of 40%, to 1-acetyl-3,5-dimethyladamantane (yield 8%, selectivity 20%), 1-acetyl-3,5-dimethyl-7-adamantanol (trace), 1,3-dimethyl-5-adamantanol (yield 17%, selectivity 43%), and 1,3-dimethyl-4-adamantanone (yield 5%, selectivity 13%).

後処理

  1. customwas starred at 60° C. under an oxygen atmosphere
  2. customfor 4 hours

出典と根拠

ORDレコード
ord-ec44de8e3a9a4717a0249dc9fa12ee5b
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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