Preparation of 2,2-disubstituted 3-chloropropionic esters

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid esters

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260408, 549346, 549347, 549378, 549425, 549450, 549484, 560105, 560106, 560112, 560122, 560184, 560219, C07C 6963

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active

048373575

ABSTRACT:
2,2-Disubstituted 3-chloropropionic esters I ##STR1## where R.sup.1 and R.sup.2 are each C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -oxaalkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -oxaalkenyl, aryl or C.sub.7 -C.sub.12 -aralkyl or R.sup.1 -C-R.sup.2 is 5-, 6- or 7-membered ring, R.sup.3 is C.sub.2 -C.sub.6 -oxaalkyl, C.sub.2 -C.sub.6 -alkenyl, C.sub.2 -C.sub.6 -oxaalkenyl or C.sub.7 -C.sub.12 -aralkyl, are prepared by converting 2,2-disubstituted 3-hydroxypropanals II ##STR2## into the esterdiol III ##STR3## reacting this esterdiol III in the presence of a transesterification catalyst with an alcohol R.sup.3 OH to give the 3-hydroxyester IV ##STR4## reacting the hydroxyester IV with a stoichiometric or greater than stoichiometric amount of the thionyl chloride and thermally decomposing the product to give the chloropropionic ester I.

REFERENCES:
patent: 3852335 (1974-12-01), Merger et al.
patent: 4334083 (1982-06-01), Buathier et al.
patent: 4408068 (1983-10-01), Koch

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