Production of 2-hydroxyalkyl-1,3-dioxolanes

Details Production of 2-hydroxyalkyl-1,3-dioxolanes Production of 2-hydroxyalkyl-1,3-dioxolanes

1984-12-19

1985-11-19

Love, Ethel G.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D31700

Patent

active

045543640

ABSTRACT:
It has been surprisingly discovered in accordance with the present invention that when 1,3-dioxolane is reacted with formaldehyde in the presence of tert-butyl hydroperoxide and a cobalt initiator, the reaction preferentially involves an addition of the formaldehyde to the 2-methylene group of the 1,3-dioxolane with only minor reaction with the 4-methylene and 5-methylene groups of the 1,3-dioxolane whereby the reaction product that is formed contains significant quantities of 2-hydroxyalkyl-1,3-dioxolanes and only minimal amounts of the undesired methyl formate by-product. 2-Hydroxymethyl-1,3-dioxolane is hydrolyzed with comparative ease to ethylene glycol and the corresponding glycol aldehyde (CHO--CH.sub.2 --OH). The glycol aldehyde in turn can be catalytically hydrogenated to form additional quantities of ethylene glycol.

REFERENCES:
patent: 2140938 (1938-12-01), McNamee et al.
patent: 2862978 (1958-12-01), Skinner et al.
patent: 4200765 (1980-04-01), Goetz
patent: 4337371 (1982-06-01), Kollar

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