Dimethyl Sulfoxide → Phenol, 5-chloro-2-nitro-

Participants

Reaction Conditions

Reaction Steps

192 g of 2,4-dichloronitrobenzene, 220 g of DMSO and 0.5 ml of the emulsifier specified in Example 1 are introduced into the reaction vessel. 160 g of 50% NaOH are added at 60° C. within 1 hour and the reaction mixture is stirred for 22 hours at 60° C. Subsequently 150 ml of water are added, the mixture is stirred until the temperature has cooled to 20° C. and the red sodium salt of 5-chloro-2-nitrophenol is suction-filtered and washed three times with 50 ml portions of water. The moist salt is added to 122 g of 30% HCl yielding 5-chloro-2-nitrophenol as an oil which is separated and dried in vacuo. The yield is 151.5 g of 5-chloro-2-nitrophenol (87% of the theory), m.p. 36.5° C. having a degree of purity of 100% according to gas chromatography.

Provenance & Evidence