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Acetic Acid → 5,7-Dimethyladamantane-1,3-diol

HRID 618986
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인쇄 미리보기

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HRID 618986 반응식
[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.[OH:13]N1C(=O)C2=CC=CC=C2C1=O.[C:25]([OH:28])(=O)[CH3:26]>>[CH3:12][C:4]12[CH2:10][CH:8]3[CH2:7][CH:6]([CH2:11][C:2]([CH3:1])([CH2:9]3)[CH2:3]1)[CH2:5]2.[OH:28][C:25]12[CH2:26][C:4]3([CH3:5])[CH2:10][CH:8]([CH2:9][C:2]([CH3:11])([CH2:3]3)[CH2:1]1)[CH2:7]2.[OH:28][C:25]12[CH2:26][C:6]3([CH3:7])[CH2:5][C:4]([CH3:12])([CH2:3][C:2]([OH:13])([CH2:11]3)[CH2:1]1)[CH2:10]2
참가 물질반응 조건실험 절차출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 176Acetic AcidHCID 10665N-HydroxyphthalimideHCID 128001,3-Dimethyladamantane

생성물 3

HCID 128001,3-DimethyladamantaneHCID 2657933,5-Dimethyl-1-adamantanol수율 39%HCID 5806055,7-Dimethyladamantane-1,3-diol수율 58%

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온도
70 °C

실험 절차

A mixture of 1.64 grams (10 millimoles) of 1,3-dimethyladamantane, 0.13 gram (0.8 millimole) of N-hydroxyphthalimide, 0.015 gram (0.06 millimole) of Co(AA)2 and 10 milliliters of acetic acid was stirred under oxygen atmosphere at a temperature of 70° C. for six hours. As a result, with a transformation rate for 1,3-dimethyladamantane of 99%, 1-hydroxy-3,5-dimethyladamantane (yield 39%), and 1,3-dihydroxy-5,7-dimethyladamantane (yield 58%) were obtained. The selectivity for the alcohols was 97%.

출처 및 근거

ORD 기록
ord-2a851c4fea1843b5989ebbc860497b17
출처 데이터셋
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05958821

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