Butanal → D-AzeOH L-tartrate

Participants

Reaction Conditions

Reaction Steps

L-AzeOH (99% e.e.; 1.01 g; 10 mmol) was dissolved in formic acid (4 mL) at 80° C. Butyric aldehyde (0.072 g; 1.0 mmol) was added and the mixture heated at 90° C. for 3 hours. The solvent was subsequently distilled (45° C.; 4 mbar) and the residue dried under vacuum. The residue was subsequently dissolved in a mixture of ethanol:water (35.6: 29.1) at 76° C. L-Tartaric acid (1.5 g; 10 mmol) was added, the insoluble compounds were filtered off and the solution was cooled to 0° C. The crystalline product was filtered, washed and dried under vacuum to yield 0.45 g of D-AzeOH-L-tartrate with a d.e. of 75%.

Provenance & Evidence