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

HRID 1806909Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1806909
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

Komponenten

4

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

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%).

Aufarbeitung

  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)

Quellen und Nachweise

ORD-Eintrag
ord-381629be39f64f37912ea01ff6b2f4fc
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08354444B2

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