公开(公告)号：US3876689A

公开(公告)日：1975-04-08

申请号：US28404672

申请日：1972-08-28

Applicant: UNIV SOUTHERN ILLINOIS

Inventor： MEYERS CAL Y ,  HO LAURENCE L

IPC: C07C67/00 ,  C07C301/00 ,  C07C303/02 ,  C07C303/30 ,  C07C309/20 ,  C07C309/24 ,  C07C309/29 ,  C07C309/78 ,  C07C143/00

CPC classification number: C07C309/78 ,  C07C309/20

Abstract: .alpha.,.beta.-Unsaturated sulfonic acid salts are prepared by a one step synthesis involving reaction of a di-primary alkyl sulfone, an arylmethyl primary alkyl sulfone, an .alpha.-halo diprimary alkyl sulfone, or an .alpha.-haloarylmethyl primary alkyl sulfone with a carbon tetrahalide and a strong base. The sulfone substrate is reacted with a carbon tetrahalide represented by the formula CBr.sub.m Cl.sub.n F.sub.p where m and n are integers between 0 and 4 inclusive, p is an integer between 0 and 2 inclusive and m+n+p = 4 in the presence of the strong base to form a geminally .alpha.-dihalogenated intermediate and dihalocarbene. The geminally .beta.-dihalogenated intermediate reacts rapidly in situ with the strong base to form an .alpha.,.beta.-unsaturated sulfonic acid salt and a halide salt. The unsaturated sulfonic acid salt may be acidified to form the corresponding acid or reacted with a halogenating agent to form the corresponding acid halide. .alpha.,.beta.-Unsaturated sulfonic acid salts are useful detergents.