Processes for isolating hydroxyaldehyde isomers

Organic compounds -- part of the class 532-570 series – Organic compounds – Oxygen containing

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568438, 568449, C07C 4578

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active

053549090

ABSTRACT:
A process for isolating 4-hydroxybutanal and 3-hydroxy-2-methylpropanal from aqueous mixtures of the isomers is disclosed. Reaction of the aqueous mixture with a hydroxy compound in the presence of an acidic catalyst and a nonpolar organic solvent gives a product aqueous solution of 3-hydroxy-2-methylpropanal and an organic solution containing a 2-oxytetrahydrofuran derived from 4-hydroxybutanal. The 4-hydroxybutanal can be regenerated by acidic hydrolysis of the 2-oxytetrahydrofuran.

REFERENCES:
patent: 4123444 (1978-10-01), Smith
patent: 4139542 (1979-02-01), Smith
patent: 4678857 (1987-07-01), Dureanleau et al.
patent: 5252188 (1993-10-01), Stradal et al.
patent: 5254702 (1993-10-01), Lawson et al.
"Protective Groups In Organic Synthesis" (New York 1991) by Theodora W. Greene & Peter Wuts; published by John Wiley & Sons (pp. 36 & 37).

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