Convenient large-scale synthesis of D-glucaro-1,4:6,3-dilactone.

J Org Chem

Central Research & Development, E. I. DuPont de Nemours & Co., Experimental Station, Wilmington, Delaware 19880, USA.

Published: November 2009

AI Article Synopsis

  • Calcium D-glucarate was successfully converted to D-glucaro-1,4:6,3-dilactone using azeotropic distillation with methyl isobutyl ketone for dehydration.
  • The process was executed on different scales (32-g, 1-kg, and 22-kg) demonstrating versatility in production.
  • The final crystalline product achieved a purity of at least 99.5% as confirmed by GC and NMR, with an overall yield of up to 72%.

Article Abstract

Calcium D-glucarate was converted into D-glucaro-1,4:6,3-dilactone on 32-g, 1-kg, and 22-kg scale, using azeotropic distillation with methyl isobutyl ketone to drive the dehydration. The crystalline product was > or = 99.5% pure by GC and NMR, and overall yield was as high as 72%.

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Source
http://dx.doi.org/10.1021/jo9015985DOI Listing

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