Methane → (S)-5-(3,4-dihydroxy-3-methyl-1-butyl)-2,3,6-trimethylhydroquinone

HRID 1449252노트

반응식

HRID 1449252 반응식
[OH:1][C@:2]([CH3:18])([CH2:16][OH:17])[CH2:3][CH2:4][C:5]1[C:6](=[O:15])[C:7]([CH3:14])=[C:8]([CH3:13])[C:9](=[O:12])[C:10]=1[CH3:11].[H][H].C>C(OCC)(=O)C.[Pd]>[OH:1][C@:2]([CH3:18])([CH2:16][OH:17])[CH2:3][CH2:4][C:5]1[C:6]([OH:15])=[C:7]([CH3:14])[C:8]([CH3:13])=[C:9]([C:10]=1[CH3:11])[OH:12]

참가 물질

6

반응물 3

HCID 297MethaneHCID 13100536(S)-(+)-5-(3,4-dihydroxy-3-methyl-1-butyl)-2,3,6-trimethyl-p-benzoquinoneHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 53635785(S)-5-(3,4-dihydroxy-3-methyl-1-butyl)-2,3,6-trimethylhydroquinone수율 100.8%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

A solution of 0.405 g (1.6 mmoles) of (S)-(+)-5-(3,4-dihydroxy-3-methyl-1-butyl)-2,3,6-trimethyl-p-benzoquinone in 20 ml of ethyl acetate was stirred in an atmosphere of hydrogen, in the presence of 0.04 g of 5% by weight palladium on 95% by weight charcoal until H2 uptake ceased (ca. 1 hr; 38 ml H2 absorbed). The catalyst was filtered and the filtrate was concentrated giving 0.41 g of (S)-5-(3,4-dihydroxy-3-methyl-1-butyl)-2,3,6-trimethylhydroquinone as a tan solid, mp 124°-131.5°.

후처리

  1. custom(ca. 1 hr; 38 ml H2 absorbed)
  2. filtrationThe catalyst was filtered
  3. concentrationthe filtrate was concentrated

출처 및 근거

ORD 기록
ord-03e017359bef41e5810a67213f91c3bd
출처 데이터셋
uspto-grants-1980_02
특허 번호
US04189612

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