4-(Hydroxymethyl)cyclohexan-1-one → 4-(Hydroxymethyl)-1-methylcyclohexanol

HRID 707031노트

반응식

HRID 707031 반응식
[OH:1][CH2:2][CH:3]1[CH2:8][CH2:7][C:6](=[O:9])[CH2:5][CH2:4]1.[CH3:10][Mg]Cl>O1CCCC1>[OH:1][CH2:2][CH:3]1[CH2:8][CH2:7][C:6]([CH3:10])([OH:9])[CH2:5][CH2:4]1

참가 물질

4

반응물 2

HCID 128928674-(Hydroxymethyl)cyclohexan-1-oneHCID 178418332HCID 178418332, 화합물

생성물 1

HCID 232634014-(Hydroxymethyl)-1-methylcyclohexanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

4-(Hydroxymethyl)cyclohexanone (800 mg) in tetrahydrofuran (15 mL) was treated with 3 M methylmagnesium chloride in tetrahydrofuran (6.24 mL) at 0° C. The reaction was warmed to room temperature over 2 hours and quenched with methanol and water. The resulting mixture was concentrated and the residue was suspended in ethyl acetate. The precipitates were filtered off and the filtrate was concentrated. The residue was purified by chromatography, eluting with 0-100% ethyl acetate in hexane to provide the title compound.

후처리

  1. customquenched with methanol and water
  2. concentrationThe resulting mixture was concentrated
  3. filtrationThe precipitates were filtered off
  4. concentrationthe filtrate was concentrated
  5. customThe residue was purified by chromatography
  6. washeluting with 0-100% ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-05d6fbe01a17439990c7a2c4e15a95e7
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09174982B2

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