反应详情

Powdered potassium hydroxide (7.4 g, 0.132 mol) was admixed with dimethyl sulfoxide (DMSO) (100 ml), and the mixture was stirred for 5 minutes. 6-Methylanthranilic acid (10.0 g, 0.066 mol) was then added to the mixture and iodomethane (4.52 ml, 0.073 mol) added dropwise. The reaction mixture was stirred for 30 minutes at room temperature, then diluted with 250 ml of ether, washed with water (3×100 ml), dried over magnesium sulfate and concentrated. The crude product was filtered through a pad of flash grade (32-63) silica gel and eluted with 1:9 ether:hexane to afford 4.23 g (39%) of methyl 6-methylanthranilate as an oil.

1. additionadded dropwise
2. stirringThe reaction mixture was stirred for 30 minutes at room temperature
3. washwashed with water (3×100 ml)
4. dry with materialdried over magnesium sulfate
5. concentrationconcentrated
6. filtrationThe crude product was filtered through a pad of flash grade (32-63) silica gel
7. washeluted with 1:9 ether