反应详情

To a stirred solution of 2-(4-methoxy-benzenesulfonyl)-propionic acid ethyl ester (2.7 gm, 10 mmol), 3-picolyl chloride hydrochloride (3.2 g, 20 mmol), and triethyl benzylammonium chloride (1 g) in methylene chloride (400 ml), 10 N NaOH ( 30 ml) was added. The reaction was continued at room temp for 48 hours. At the end, the organic layer was separated and washed well with water. The organic layer was dried, filtered and concentrated. The crude product obtained was purified by silica-gel column chromatography. The column was eluted with 50% ethyl acetate:hexane. 2-(4-Methoxy-benzensulfonyl)-2-methyl-3-pyridin-3-yl-propionic acid ethyl ester was isolated as brown oil. Yield 3.0 g, 82%; Brown oil; MS: 364 (M+H)+.

1. customAt the end, the organic layer was separated
2. washwashed well with water
3. customThe organic layer was dried
4. filtrationfiltered
5. concentrationconcentrated
6. customThe crude product obtained
7. customwas purified by silica-gel column chromatography
8. washThe column was eluted with 50% ethyl acetate