Separation of racemic from meso-2,3-butanediol

Citation
Jp. Utille et P. Boutron, Separation of racemic from meso-2,3-butanediol, CRYOBIOLOGY, 38(4), 1999, pp. 398-402
Citations number
12
Categorie Soggetti
Experimental Biology
Journal title
CRYOBIOLOGY
ISSN journal
00112240 → ACNP
Volume
38
Issue
4
Year of publication
1999
Pages
398 - 402
Database
ISI
SICI code
0011-2240(199906)38:4<398:SORFM>2.0.ZU;2-A
Abstract
2,3-Butanediol containing less than 3% of the meso form has been obtained f rom samples containing up to 50%, of the meso form. The diacetate was obtai ned by esterification with acetic anhydride in the presence of traces of su lfuric acid as a catalyst and was then purified. When the diacetate was hel d at 4 degrees C, crystals of racemic 2,3-butanediol diacetate formed, and these were separated by filtration. The diacetate was then transformed back to 2,3-butanediol by transesterification with methanol in the presence of sodium methylate as a catalyst. The resulting 2,3-butanediol contained less than 3% of the meso form. For an original batch of 2,3-butanediol containi ng 50% dl and 50% meso, this method can isolate up to 70% of the racemate c ontent. If the original 2,3-butanediol contains too much mese form, racemic 2,3-butanediol diacetate does not crystallize, but 2,3-butanediol containi ng up to 60% of the mese form can be enriched up to 70% racemate by distill ation. (C) 1999 Academic Press.