Lactones

Details Lactones Lactones

C - Chemistry, Metallurgy

07

D

260/363, 260/362

C07D 307/32 (2006.01) C07C 57/76 (2006.01) C07C 69/65 (2006.01) C07C 69/743 (2006.01)

Patent

CA 1090360

ABSTRACT OF THE DISCLOSURE 4-.beta.,.beta.-dichlorovinyl (or dibromovinyl)-3,3-dimethyl- butyrolactones are prepared from 1,1-dichloro (or dibromo)-4- methylpenta-1,3-diene by reacting with an acid of formual CH2R.CO2H in presence of a salt of a metal in one of its higher valency states, especially manganese (III), cerium (IV), or vanadium (V). Higher yields are obtained in the presence of the anhydride of the acid and of the sodium or potassium salt of the acid. Treatment of the lactones with an inorganic acid halide opens the lactone ring with formation of the corresponding 4-haloacid halide, which with alcohols affords the corresponding 4-haloacid ester, cyclised by bases to a 3-.beta.,.beta.-dichloro (or dibromo)vinyl-2,2-dimethyl- cyclopropanecarboxylic ester, intermediate for insecticides such as the m-phenoxybenzyl ester.

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