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

HRID 1806909ノート

反応式

HRID 1806909 の反応式
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

参加物

4

反応物 2

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

生成物 1

HCID 2319302-(1-Methylcyclohexyl)ethanol収率 80%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-381629be39f64f37912ea01ff6b2f4fc
出典データセット
uspto-grants-2013_01
特許番号
US08354444B2

反応ノート

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