Method for producing a di-acetal of sorbitol and an aromatic ald

Details Method for producing a di-acetal of sorbitol and an aromatic ald Method for producing a di-acetal of sorbitol and an aromatic ald

1980-03-28

1985-12-31

Love, Ethel G.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D32304

Patent

active

045622655

ABSTRACT:
A method is provided for producing a di-acetal of sorbitol and an aromatic aldehyde wherein an aqueous solution containing a catalytic amount of a mineral acid and sorbitol is formed. Thereafter, an effective amount of an aromatic aldehyde such as benzaldehyde is incrementally admixed into the homogeneous aqueous admixture containing the sorbitol at a rate sufficient to allow a substantially spontaneous reaction to occur between the D-sorbitol and aromatic aldehyde; thus, forming an aqueous slurry containing crude di-acetal, e.g., dibenzylidene sorbitol. The amount of aromatic aldehyde employed is that amount sufficient to provide a molar ratio of D-sorbitol to aromatic aldehyde of from about 1:0.75 to about 1:1.75. Thereafter, the aqueous slurry is neutralized, and crude di-acetal is removed from the liquid phase and washed with water to remove mono-acetal impurities, e.g., monobenzylidene sorbitol. The washed di-acetal may then be dried to provide dried di-acetal, and the dried di-acetal may be further purified by washing with a relatively non-polar solvent.

REFERENCES:
patent: 3721682 (1973-03-01), Murai et al.
patent: 4131612 (1978-12-01), Uchiyama et al.
patent: 4267110 (1981-05-01), Uchiyama
C.A. 53:21678c (1959).
Wolfe et al., Journ. Amer. Chem. Soc. 64 (1942), pp. 1493-1497.
C.A. 47:3235g (1952).
C.A. 75:P6245d (1971).
Chem. Abstract 53:21678f (1959).

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