2-Chloro-3',4'-dihydroxyacetophenone → 3',4'-Dihydroxy-2-(methylthio)acetophenone

Reaction equation

CC[C:3](C1C=CC=CC=1)=[S:4].Cl[CH2:12][C:13]([C:15]1[CH:16]=[C:17]([OH:22])[C:18](=[CH:20][CH:21]=1)[OH:19])=[O:14].C[S-].[Na+]>CO>[CH3:3][S:4][CH2:12][C:13]([C:15]1[CH:16]=[C:17]([OH:22])[C:18](=[CH:20][CH:21]=1)[OH:19])=[O:14]

Participants

Procedure

The procedure is as in Example 4 for the preparation of α-methylthioacetophenone, starting with a stirred solution of 4-(2-chloroacetyl)pyrocatechol (18.6 g) in methanol (200 cc). Sodium methanethiolate (7 g) is added in the course of 15 minutes at a temperature in the region of 20° C., and the mixture is left with stirring for 3 hours at the same temperature. 4-[2-(Methylthio)acetyl]pyrocatechol (14.5 g), m.p. 107° C., is thereby obtained.