Butanal → AzeOH D-tartrate

Participants

Reaction Conditions

Reaction Steps

DL-AzeOH (6.14 g; 60.8 mmol) was dissolved in acetic acid (36.5 mL) at 85° C. Butyric aldehyde (0.49 g; 6.8 mmol) and D-tartaric acid (9.12 g; 60.8 mmol) were added and the mixture maintained at 85° C. for 6 hours. The reaction mixture was then gradually cooled to 0 C. The crystalline product was filtered off, washed with acetic acid and dried to yield 13.78 g (90%) of L-AzeOH-D-tartrate with a d.e. of 89%. Recrystallisation 13.78 g of the diastereomeric salt from dissolved acetic acid:water (9:1; 124 mL) yielded 11.08 g of L-AzeOH-D-tartrate with a d.e. of 99.8%.

Provenance & Evidence