Process for preparation of 1,4-haloallylic esters from dienes

Details Process for preparation of 1,4-haloallylic esters from dienes Process for preparation of 1,4-haloallylic esters from dienes

1975-05-30

1977-09-13

Garner, Vivian

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

Organic compounds

Carboxylic acid esters

2604056, 260408, 560241, 560111, C07C 6704, C07C 6724, C07C 6728

Patent

active

040482200

ABSTRACT:
A process for the synthesis of 1,4-haloallylic esters from conjugated dienes which comprises preparing a reaction mixture of the conjugated diene, a halogenating agent, and a carboxylic acid and then adding to said reaction mixture a catalytic amount of a strong acid having a high dissociation constant. The invention is particularly described with reference to the synthesis of isoprene-1,4-chloroacetate(1-chloro-4-acetoxy-2-methyl-2-butene) from isoprene wherein a reaction mixture is prepared of isoprene with t-butyl hypochlorite in excess glacial acetic acid, to which is added H.sub.2 SO.sub.4 followed by stirring at 50.degree. C.

REFERENCES:
patent: 2511870 (1950-06-01), Oroshnik
patent: 3720704 (1973-03-01), Sakomura et al.

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