Sodium Hydroxide → 4-Methyl-3-cyclohexene-1-carboxylic Acid

To a solution of 4-methylcyclohex-3-enecarbonyl chloride (2 ml) in a mixture of methanol (20 ml) and tetrahydrofuran (20 ml) was added aqueous sodium hydroxide (4N, 20 ml). The resultant mixture was stirred at ambient temperature for 1 hour, and evaporated. The residue was taken up into a mixture of water and ethyl acetate and adjusted pH to around 1. The organic layer was separated, washed with brine, dried over magnesium sulfate, and evaporated under reduced pressure to give 4-methylcyclohex-3-enecarboxylic acid, which was used without further purification.

1. customevaporated
2. additionThe residue was taken up into a mixture of water and ethyl acetate and adjusted pH to around 1
3. customThe organic layer was separated
4. washwashed with brine
5. dry with materialdried over magnesium sulfate
6. customevaporated under reduced pressure

ORD record

ord-dc1a6ce02e1e453186b113b842b0640d

Source dataset

uspto-grants-2003_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06664293B2