Water → 2-Propyl-6-heptenoic acid
Reaction equation
[CH2:1]([CH:4]([CH2:9][CH2:10][CH2:11][CH:12]=[CH2:13])[C:5]([O:7]C)=[O:6])[CH2:2][CH3:3].[OH-].[Na+].O>C(O)C>[CH2:1]([CH:4]([CH2:9][CH2:10][CH2:11][CH:12]=[CH2:13])[C:5]([OH:7])=[O:6])[CH2:2][CH3:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of methyl 2-propyl-6-heptenoate (1.8 g), sodium hydroxide (0.65 g), water (2 ml) and ethanol (100 ml) was heated under reflux for 2 hours. The solvent was removed under reduced pressure and the resulting residue was shaken with water and hexane. The aqueous layer was acidified with concentrated hydrochloric acid and extracted with ethyl acetate. The organic layer was dried and concentrated to give oil of 2-propyl-6-heptenoic acid (1.25 g).
Workup
- temperaturewas heated
- temperatureunder reflux for 2 hours
- customThe solvent was removed under reduced pressure
- extractionextracted with ethyl acetate
- customThe organic layer was dried
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-a2d9b0c1f6984e6f81515ebe112d4275
- Source dataset
- uspto-grants-1984_04
- Patent number
- US04443365
Reaction notes
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