反应详情

To a solution of methyl 4-(1-isobutoxyethyl)benzoate (180 mg, 0.76 mmol) in tetrahydrofuran:methanol:water=3:1:1 (4 mL) was added lithium hydroxide (100 mg, 2.4 mmol). The mixture was stirred at room temperature for 2 hours. The suspension was concentrated in vacuum and quenched with aqueous 1N hydrochloric acid (5 mL). The residue was taken up with water (50 mL) and extracted with dichloromethane (50 mL). The combined extract was dried over sodium sulphate, evaporated and purified by column chromatography (silica gel, dichloromethane/methanol=20:1) to give the product 4-(1-isobutoxyethyl)benzoic acid (132 mg, 78%) as pale solid.

1. concentrationThe suspension was concentrated in vacuum
2. customquenched with aqueous 1N hydrochloric acid (5 mL)
3. extractionextracted with dichloromethane (50 mL)
4. extractionThe combined extract
5. dry with materialwas dried over sodium sulphate
6. customevaporated
7. custompurified by column chromatography (silica gel, dichloromethane/methanol=20:1)