Ethyl 3,3,4-trimethylpentanoate → 3,3,4-Trimethylpentan-1-ol
Reaction equation
C([O:3][C:4](=O)[CH2:5][C:6]([CH3:11])([CH3:10])[CH:7]([CH3:9])[CH3:8])C.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C(OCC)C>[CH3:10][C:6]([CH3:11])([CH:7]([CH3:9])[CH3:8])[CH2:5][CH2:4][OH:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
Step B To a solution of 3,3,4-trimethyl-pentanoic acid ethyl ester (7 g, 41 mmol) in anhydrous ethyl ether (100 mL) at 0° C. was added a ethyl ether solution (1 M) of LiAlH4 (67 mL, 67 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 to give 3,3,4-trimethyl-pentan-1-ol as a colorless oil (5.4 g, 100%).
Workup
- extractionThe mixture was extracted with ethyl acetate
- customThe organic layer were separated
- washwashed with water, aqueous HCl solution, brine
- dry with materialdried over MgSO4
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-29866ab419074df19707c4844ffbc446
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08354444B2
Reaction notes
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