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1-Phenylethanol, (R)- → (alphaR)-alpha-Methylcyclohexanemethanol

HRID 1670353
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HRID 1670353 반응식
[CH3:1][C@@H:2]([OH:9])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C(O)(C)C>[CH:3]1([C@H:2]([OH:9])[CH3:1])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1
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참가 물질

3

반응물 1

HCID 6375161-Phenylethanol, (R)-

생성물 1

HCID 10290808(alphaR)-alpha-Methylcyclohexanemethanol수율 88.8%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

An autoclave was charged with (R)-alpha-methylbenzyl alcohol (980 g, synthesized as above) and isopropanol (100 g). Catalyst RuO2.H2O (0.2 g) was then added, and the reaction mixture was hydrogenated at a pressure of 20 bar and a temperature ranging from 70 to 80° C. for 4 hours. The catalyst was filtered. The organic layer was distilled first at 100 mmHg to remove isopropanol, and then at 5-10 mmHg to provide (R)-1-cyclohexylethanol (913 g) (optical rotation: [α]D−4.31°; optical purity: 83.3% ee).

후처리

  1. filtrationThe catalyst was filtered
  2. distillationThe organic layer was distilled first at 100 mmHg
  3. customto remove isopropanol

출처 및 근거

ORD 기록
ord-22f385a1eea34b8c83fbce884ffe5539
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07993633B2

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