Acetic Acid → 1,3-Diacetyladamantane

HRID 2302106노트

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HRID 2302106 반응식
[C:1]([C:4]12[CH2:13][CH:8]3[CH2:9][CH:10]([CH2:12][CH:6]([CH2:7]3)[CH2:5]1)[CH2:11]2)(=[O:3])[CH3:2].[C:14]([C:17]([CH3:19])=[O:18])([CH3:16])=[O:15].[C:20]([OH:23])(=[O:22])[CH3:21]>C([O-])(=O)C.[Co+2].C([O-])(=O)C>[C:1]([C:4]12[CH2:13][CH:8]3[CH2:9][CH:10]([CH2:12][C:6]([C:14](=[O:15])[CH3:16])([CH2:7]3)[CH2:5]1)[CH2:11]2)(=[O:3])[CH3:2].[C:1]([C:4]12[CH2:5][CH:6]3[CH2:12][CH:10]([CH2:21][C:20]([OH:23])([CH2:7]3)[CH2:13]1)[CH2:11]2)(=[O:3])[CH3:2].[C:17]([C:14]12[CH2:12][C:6]3([OH:22])[CH2:7][CH:8]([CH2:13][C:4]([C:1](=[O:3])[CH3:2])([CH2:5]3)[CH2:16]1)[CH2:9]2)(=[O:18])[CH3:19].[C:1]([C:4]12[CH2:13][CH:8]3[CH2:9][CH:10]([CH2:12][CH:6]([C:7]3=[O:15])[CH2:5]1)[CH2:11]2)(=[O:3])[CH3:2]

참가 물질

8

반응물 3

HCID 176Acetic AcidHCID 650ButanedioneHCID 123126Methyl tricyclo(3.3.1.13,7)dec-1-yl ketone

생성물 4

HCID 5918961-Acetyl-3-hydroxyadamantane수율 29%HCID 28432551,3-Diacetyladamantane수율 34%HCID 121131421,3-Diacetyl-5-adamantanol수율 2%HCID 223200001-Acetyl-4-adamantanone수율 5%

시약·촉매·용매 1

HCID 6277Cobalt diacetate촉매

반응 조건

온도
60 °C

실험 절차

A mixture of 3 mmol of 1-acetyladamantane, 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. Products in the reaction mixture were found, by gas chromatographic analysis, to be 1,3-diacetyladamantane (yield 34%), 1-acetyl-3-adamantanol (yield 29%), and 1,3-diacetyl-5-adamantanol (yield 2%), 1-acetyl-4-adamantanone (yield 5%), at a conversion rate from 1-acetyladamantane of 80%.

출처 및 근거

ORD 기록
ord-257f6af3ea0948d1ae0be5fc459546f6
출처 데이터셋
uspto-grants-2002_08
특허 번호
US06429314B1

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