反应详情

To a solution of methyl 6-(3-(6-(tetrahydro-2H-pyran-2-yloxy)hexyloxy)phenyl) picolinate (12), (260 mg, 0.63 mmol) in methanol (1 mL) was added catalytic p-toluenesulfonic acid monohydrate (26 mg) and the mixture was stirred at RT for 2-4 h. The reaction was monitored by TLC (ethyl acetate:hexane 1:1). After completion the volatiles were removed in vacuo and the oily residue dissolved in ethyl acetate. The solution was washed with bicarbonate and brine, dried over sodium sulfate and concentrated in vacuo. The crude product was purified by gradient flash chromatography (ethyl acetate:hexane) to provide 135 mg (65%) of 13. TLC Rf=0.34 (ethyl acetate:hexanes 1:1), MS m/z 330 (M+H)+

1. customAfter completion the volatiles were removed in vacuo
2. dissolutionthe oily residue dissolved in ethyl acetate
3. washThe solution was washed with bicarbonate and brine
4. dry with materialdried over sodium sulfate
5. concentrationconcentrated in vacuo
6. customThe crude product was purified by gradient flash chromatography (ethyl acetate:hexane)