反应详情

6N Hydrochloric acid (20 ml) was added to 2-[3-(1-hexenyl)-4-methoxyphenyl]-4,4-dimethyl-4,5-dihydrooxazole (583 mg, 2.03 mmol), and the mixture was refluxed under heating for 4 hours. Saturated saturated brine (30 ml) was added to this solution, and the aqueous layer was extracted 3 times with ethyl acetate (50 ml). The organic layers were combined, and dried over anhydrous magnesium sulfate. The drying agent was filtered off, and the filtrate was concentrated under reduced pressure. The obtained residue was purified by column chromatography (hexane/ethyl acetate=2/1) to give 3-(1-hexenyl)-4-methoxybenzoic acid (164.3 mg, 35%) as a mixture (colorless crystals) of geometrical isomers (1:1).

1. temperaturethe mixture was refluxed
2. temperatureunder heating for 4 hours
3. extractionthe aqueous layer was extracted 3 times with ethyl acetate (50 ml)
4. dry with materialdried over anhydrous magnesium sulfate
5. filtrationThe drying agent was filtered off
6. concentrationthe filtrate was concentrated under reduced pressure
7. customThe obtained residue was purified by column chromatography (hexane/ethyl acetate=2/1)