Synthesis of .alpha.-chloro or fluoro ketones

Details Synthesis of .alpha.-chloro or fluoro ketones Synthesis of .alpha.-chloro or fluoro ketones

1996-08-30

1998-07-28

Kumar, Shailendra

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

544242, 544406, 546298, 548200, 548255, 5482668, 5483351, 5483741, 548469, 548530, 549 70, 549462, 549473, 568335, 568382, 568383, 568393, 564209, C07C 4562

Patent

active

057865159

ABSTRACT:
A simple, high yielding synthesis of a-chloro ketones is described, involving acylation of Grignard and organolithium reagents with N-methoxy-N-methylchloroacetamide. The efficiency of the process is further enhanced by recycling N,O-dimethylhydroxylamine.

REFERENCES:
patent: 4385177 (1983-05-01), Foxton et al.
Comprehensive Organic Synthesis, Pergamon 1991, vol. 1, 397.
Friour, et al, Synthesis, 37, 1984.
Hirao, et al, Tetrahedron Lett., 929, 1986.
Nuzillard, et al, Tetrahedron Lett., 30(29) 3779, (1989).
Tillyer, et al, Synlett, vol. 96 (3), pp. 225-226 (Mar., 1996).
Nahm, et al, Tetrahedron Lett., vol. 22 (39), pp. 3815-3818, (1981).

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