Aluminium lithium hydride → 2-(1-Methylcyclohexyl)ethanol

HRID 1806909노트

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HRID 1806909 반응식
C[O:2][C:3](=O)[CH2:4][C:5]1([CH3:11])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>O1CCCC1>[CH3:11][C:5]1([CH2:4][CH2:3][OH:2])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 67296891(1-Methyl-cyclohexyl)-acetic acid methyl ester

생성물 1

HCID 2319302-(1-Methylcyclohexyl)ethanol수율 80%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
0 °C

실험 절차

Step C To a solution of (1-methyl-cyclohexyl)-acetic acid methyl ester (3.3 g, 19.4 mmol) in anhydrous tetrahydrofuran (50 mL) at 0° C. was added a tetrahydrofuran solution (1 M) of LiAlH4 (29 mL, 29 mmol) under nitrogen. The reaction mixture was stirred at 0° C. for 1 h, then poured into a ice-water. The mixture was extracted with ethyl acetate. The organic layer were separated, washed with water, aqueous HCl solution, brine, dried over MgSO4, and concentrated. The residue was purified by chromatography (EtOAc:hexanes=1:4) to give 2-(1-methyl-cyclohexyl)-ethanol as a colorless oil (2.2 g, 80%).

후처리

  1. extractionThe mixture was extracted with ethyl acetate
  2. customThe organic layer were separated
  3. washwashed with water, aqueous HCl solution, brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe residue was purified by chromatography (EtOAc:hexanes=1:4)

출처 및 근거

ORD 기록
ord-381629be39f64f37912ea01ff6b2f4fc
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354444B2

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