Methyl 3,3-diethylpentanoate → 3,3-Diethyl-pentan-1-ol
Reaction equation
C[O:2][C:3](=O)[CH2:4][C:5]([CH2:10][CH3:11])([CH2:8][CH3:9])[CH2:6][CH3:7].[H-].[H-].[H-].[H-].[Li+].[Al+3]>O1CCCC1>[CH2:6]([C:5]([CH2:10][CH3:11])([CH2:8][CH3:9])[CH2:4][CH2:3][OH:2])[CH3:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
Step D To a solution of 3,3-diethyl-pentanoic acid methyl ester (1.9 g, 11 mmol) in anhydrous tetrahydrofuran (50 mL) at 0° C. was added a tetrahydrofuran solution (2 M) of LiAlH4 (9 mL, 18 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-diethyl-pentan-1-ol as a yellow oil (1.4 g, 90%).
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-859ecc7c5c4b488f983db3345664b8ac
- Source dataset
- uspto-grants-2013_01
- Patent number
- US08354444B2
Reaction notes
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