1-Acetylcyclohexene → 2-(1-Cyclohexenyl)-2-butanol

반응식

C([Zn][CH2:4][CH3:5])C.[C:6]1([C:12](=[O:14])[CH3:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH:7]=1>>[C:6]1([C:12]([OH:14])([CH2:4][CH3:5])[CH3:13])[CH2:11][CH2:10][CH2:9][CH2:8][CH:7]=1

참가 물질

반응물 2

HCID 136121-Acetylcyclohexene

HCID 178418750HCID 178418750, 화합물

생성물 1

HCID 101250812-(1-Cyclohexenyl)-2-butanol수율 56%

실험 절차

Diethylzinc addition to 1-(1-cyclohexenyl)-ethanone (1.04 mL, 8.05 mmol) was performed according to general procedure A using 2 mol % of Compound B enantiomer (88 mg). The product was purified by column chromatography (hexanes/EtOAc: 96/4) to give 697.1 mg of 9 (56% yield, 96% ee) of a colorless oil: [60 ]D 20=+5.9 (c 3.0, MeOH). [Published [α]D 20=+0.7 (c 3.0, MeOH, 51% ee)].

후처리

customThe product was purified by column chromatography (hexanes/EtOAc: 96/4)

출처 및 근거

ORD 기록: ord-e756d219a0af428290addef8bd61e8fc
출처 데이터셋: uspto-grants-2003_12
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06660884B2

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