Sodium Hydroxide → 5-Methylhexanoic acid
Reaction equation
[CH3:1][CH:2]([CH3:11])[CH2:3][CH2:4][CH2:5][C:6]([O:8]CC)=[O:7].[OH-].[Na+]>C(O)C>[CH3:1][CH:2]([CH3:11])[CH2:3][CH2:4][CH2:5][C:6]([OH:8])=[O:7]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In 20 ml of ethanol was dissolved 2.0 g of ethyl 5-methylhexanoate. After adding 10 ml of 2 mol/L aqueous solution of sodium hydroxide at ambient temperature, the resulting mixture was stirred for 30 minutes. The ethanol was distilled off under reduced pressure, the residue was poured into a mixture of water and chloroform, pH was adjusted to 1.0 with 2 mol/L hydrochloric acid, and the organic layer was separated. The organic layer was washed successively with water and saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Diisopropyl ether was added to the residue, and the deposited crystal was collected by filtration. Thus, 1.56 g of 5-methylhexanoic acid was obtained as a colorless oily product.
Workup
- distillationThe ethanol was distilled off under reduced pressure
- additionthe residue was poured into a mixture of water and chloroform, pH
- customthe organic layer was separated
- washThe organic layer was washed successively with water and saturated aqueous solution of sodium chloride
- dry with materialdried over anhydrous magnesium sulfate
- distillationthe solvent was distilled off under reduced pressure
- additionDiisopropyl ether was added to the residue
- filtrationthe deposited crystal was collected by filtration
Sources & evidence
- ORD record
- ord-45b3ba87a0ae462481bc8384e7428ec4
- Source dataset
- uspto-grants-2002_05
- Patent number
- US06384065B1
Reaction notes
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