Reaction #335794

Reaction equation

1-butyl lactate

1-butanol

lactic acid

1-butanol

1-butyl lactate

1-butyl lactate

→

isobutyl lactate

Solvents

1-butanol water

Conditions

Workup

1. 1
   Otherits preparation
2. 2
   Otherat 117° C.
3. 3
   Temperatureby refluxing
4. 4
   Extractionby extraction of
5. 5
   Extractionby extraction of
6. 6
   workup.DISTILLATIONwas then distilled in vacuum 80° C./25 mbar

Procedure

The composition of matter of 1-butyl lactate is and its preparation are disclosed in Gabriel et al. U.S. Pat. No. 1,668,806 (1928). They prepared 1-butyl lactate by dehydrating 70% lactic acid with excess 1-butanol at 117° C., followed by addition of HCl catalyst, followed by refluxing and esterification with addition excess 1-butanol and drawing a 1-butanol water azeotrope overhead. Nakanishi and Tsuda (Japanese Patent JP 46/30176 [71/30176]) consider production of 1-butyl lactate by extraction of an acidified crude fermentation broth with 1-butanol, followed by esterification of the extract phase. BASF (EP 159-285) considers production of isobutyl lactate by extraction of an acidified crude fermentation broth with isobutanol, followed by esterification of the extract phase, which was then distilled in vacuum 80° C./25 mbar to give a purified isobutyl lactate.

Source