Process for preparing the threo- and erythro-isomers of 1-phenyl

Details Process for preparing the threo- and erythro-isomers of 1-phenyl Process for preparing the threo- and erythro-isomers of 1-phenyl

1977-02-23

1978-10-31

Evans, Joseph E.

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

Organic compounds

Oxygen containing

2605706, 560188, C07C 7602

Patent

active

041236157

ABSTRACT:
The invention relates to a novel process for producing the threo- and erythro-isomers of 1-phenyl-2-nitro-1,3-propanediol through the aldol-type alkaline condensation of benzaldehyde and nitroethanol, wherein the reaction mixture is acidified and, if desired, the isomers are separated from the obtained isomer mixture and the obtained isomers are transformed into each other through epimerization, characterized in that the condensation and, if desired, also the epimerization are carried out in the presence of catalytical amounts of an alkaline hydroxide.
The process according to the invention makes it possible to produce 1-phenyl-2-nitro-1,3-propanediol, an intermediate of the antibiotic chloramphenicol, in high yields, and in an extremely advantageous way which can be carried out simply and economically even on an industrial scale.

REFERENCES:
patent: 2543957 (1951-03-01), Crooks et al.
patent: 3005854 (1961-10-01), Braun et al.

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