反应详情

To a solution of 2-[(1,1-dimethylethyl)oxy]-6-chlorobenzaldehyde (8.40 g, 40.0 mmol) in t-butanol (200 mL) was added 1.25M KH2PO4 (pH 7, 200 mL) and 0.4M aqueous potassium permanganate (200 mL, 80 mmol). The reaction was stirred at room temperature for 3 h and was quenched by the addition of saturated aqueous sodium sulfite (200 mL). The brown suspension was acidified with 2N HCl with ice-cooling until the MnO2 dissolved (pH 4). The reaction was extracted with ethyl acetate (3 times) and the organic layers were washed with brine, dried (MgSO4) and concentrated to a white solid. The crude product was recrystallized from hexanes at 0° C. to afford 7.14 g (78%) of 2-[(1,1-dimethylethyl)oxy]-6-chlorobenzoic acid as white crystals: mp 117°-119° C.

1. customwas quenched by the addition of saturated aqueous sodium sulfite (200 mL)
2. temperaturecooling until the MnO2
3. dissolutiondissolved (pH 4)
4. extractionThe reaction was extracted with ethyl acetate (3 times)
5. washthe organic layers were washed with brine
6. dry with materialdried (MgSO4)
7. concentrationconcentrated to a white solid
8. customThe crude product was recrystallized from hexanes at 0° C.