Diethyl Ether → HCID 13070047, compound

Participants

Reaction Steps

A solution of 5-chloro-2-nitrobenzotrifluoride (150 g., 0.67 mole) and benzyltriethylammonium chloride (15 g., 0.067 mole) phase transfer catalyst in methylene chloride (1500 ml) is added to a cold (0°-5° C.) stirred solution of sodium hydroxide (53.2 g., 1.33 moles) and ethanethiol (97.47 g., 1.57 moles) in water (1200 ml) over a 1.5-2 hour period. The reaction mixture is allowed to come to room temperature and is stirred for 17 hours. Thin layer chromatography on silica gel with 10 percent ether-90 percent petroleum ether (b.p. 30°-60° C.) diluent indicates all of the 5-chloro-2-nitrobenzotrifluoride has reacted. The methylene chloride layer is then separated from the aqueous layer and washed with water. The methylene chloride is removed by evaporation leaving 2-nitro-5-ethylthiobenzotrifluoride as an oil.

Provenance & Evidence