反应详情

To a mixture of 5-amino-2-chloro-4-fluorothiophenol (8.4 g), sodium hydroxide (3 g), water (80 ml), diethyl ether (40 ml) and tributylbenzylammonium chloride (0.1 g), propargyl chloride (5.2 g) was dropwise added at room temperature (ca. 20° to 25° C.), and the resultant mixture was stirred at the same temperature for 3 hours. The water layer was separated and extracted with ether. The ether extract was combined with the ether layer, washed with water, dried and concentrated under reduced pressure. The residue was crystallized from methanol to give 3.25 g of 4-chloro-2-fluoro-5-propargylthioaniline. M.P., 58°-59.5° C.

1. additionwas dropwise added at room temperature (ca. 20° to 25° C.)
2. customThe water layer was separated
3. extractionextracted with ether
4. extractionThe ether extract
5. washwashed with water
6. customdried
7. concentrationconcentrated under reduced pressure
8. customThe residue was crystallized from methanol