Preparation of cyclic acetals of 3-formyl-2-butenyltriphenylphos

Details Preparation of cyclic acetals of 3-formyl-2-butenyltriphenylphos Preparation of cyclic acetals of 3-formyl-2-butenyltriphenylphos

1993-07-06

1994-09-06

Lone, Werren B.

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

Organic compounds

Oxygen containing

C07C 43305, C07C 43313

Patent

active

053449959

ABSTRACT:
An improved process for preparing cyclic acetals of 3-formyl-2-butenyltriphenylphosphonium chloride by acetalization of 3-formyl-2-butenyl acetate with an aliphatic 1,3-diol, conversion of the resulting 4-acetoxy acetal into the corresponding 4-hydroxy acetal, Vilsmeier chlorination to give the corresponding 4-chloro acetal and subsequent reaction with triphenylphosphine entails carrying out the first 3 steps in an aliphatic or cycloaliphatic hydrocarbon or mixture of hydrocarbons with 6-8 carbons and the reaction with triphenylphosphine in an alkanol with 1-3 carbons and/or in aliphatic or cycloaliphatic hydrocarbon with 6-8 carbons or a corresponding mixture of hydrocarbons. The process is particularly advantageous when conversion of the 4-acetoxy acetal into the 4-hydroxy acetal is carried out with an aqueous alkali metal hydroxide solution in the presence of phase-transfer catalysts, and the first three, or all four, reaction stages are carried out in the same C.sub.6 -C.sub.8 -hydrocarbon.

REFERENCES:
patent: 4120868 (1978-10-01), Jaedicke et al.
patent: 5145972 (1992-09-01), Chabardes et al.
Liebigs Ann. Chem (1976) 2194-2204.

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