Process for preparing 1,3-dioxolane ketones

Details Process for preparing 1,3-dioxolane ketones Process for preparing 1,3-dioxolane ketones

1990-08-17

1992-05-05

Chan, Nicky

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

549448, C07D31726

Patent

active

051109573

ABSTRACT:
A process for preparing a ketone of the general formula: ##STR1## in which R.sup.1 and R.sup.2 each independently represent a C.sub.1-6 alkyl or C.sub.6-12 aryl group, and R represents an alkyl, aryl, aralkyl, heterocyclic or carboxylic group, which process comprises reacting a carboxylic acid having the general formula I in which R represents a hydroxy group with a lithium compound to form the corresponding lithium salt of the carboxylic acid; reacting the lithium salt so-obtained with thionyl chloride to yield an acyl chloride having the general formula I in which R represents a chlorine atom; reacting the acyl chloride so-obtained with a secondary amine to yield an amide having general formula I in which R represents a secondary amino group; and reacting the amide so-obtained with an organometallic reagent to yield the ketone having general formula I.

REFERENCES:
Jurczak, Tetrahedron, vol. 42, (2), (1986), pp. 447-488.
Baer, Biochem. Prep., vol. 2, (1952), pp. 31-37.
Mori, Tetrahedron, vol. 32, (1976), pp. 1979-1981.
Hagen, Tetrahedron, vol. 35, (1979), pp. 2583-2589.
Hagen, Tetrahedron, vol. 36, (1980), pp. 3101-3105.
Larcheveque, Synthesis 1986, pp. 60-64.

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