Process for the preparation of 2,5-dimethyl-4-hydroxy-3(2H)-fura

Details Process for the preparation of 2,5-dimethyl-4-hydroxy-3(2H)-fura Process for the preparation of 2,5-dimethyl-4-hydroxy-3(2H)-fura

1980-08-21

1981-10-13

Raymond, Richard

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

C07D30732

Patent

active

042947677

ABSTRACT:
2,5-dialkyl-4-hydroxy-3(2H)-furanones having the formula: ##STR1## are obtained by the aldol condensation, under basic conditions, of a 2,5-dialkyl-dihydro-3(2H)-furanone with an aldehyde, R"CHO, and dehydration of the aldol to the corresponding exocyclic alkene: ##STR2## The alkene is then reacted with ozone in a participating solvent to give the hydroperoxy-hemiacetal which is reduced to the hemiacetal, this then being converted to the desired product by heating under reflux in acidic conditions in an inert atmosphere.

REFERENCES:
patent: 3651097 (1972-03-01), van den Ouweland et al.
patent: 4127592 (1978-11-01), Cohen
patent: 4181666 (1980-01-01), Huber et al.

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