Réaction #790331

Équation de réaction

8-(4-Methoxybenzenesulphonamido)-2,2-dimethyl-3-thiaoctanoic acid

ethyl 8-bromo-2,2-dimethyl-3-thiaoctanoate

4-methoxybenzenesulphonamide

→

ethyl 8-(4-methoxybenzenesulphonamido)-2,2-dimethyl-3-thiaoctanoate

Rendement 69.0%

Conditions de réaction

Traitement

1. 1
   AutreIn an analogous way, there are obtained

Mode opératoire

In an analogous way, there are obtained: 2. 8-(4-Methoxybenzenesulphonamido)-2,2-dimethyl-3-thiaoctanoic acid by reaction of ethyl 8-bromo-2,2-dimethyl-3-thiaoctanoate with 4-methoxybenzenesulphonamide to give (a) ethyl 8-(4-methoxybenzenesulphonamido)-2,2-dimethyl-3-thiaoctanoate; after chromatography on silica gel/cyclohexane+diethyl ether (2:1 v/v), the yield is 69% of theory; colourless oil; nD20 =1.5280 and subsequent saponification of this ester to give (b) the desired acid; yield 90% of theory; m.p. 57°-59° C. 3. 8-(3-Trifluoromethylbenzenesulphonamido)-2,2-dimethyl-3-thiaoctanoic acid by reaction of ethyl 8-bromo-2,2-dimethyl-3-thiaoctanoate with 3-trifluoromethylbenzenesulphonamide to give

Source