L-Alanine → HCID 178462050, compound

Participants

Reaction Steps

Aqueous sodium hydroxide (11.2 mmol in 11 ml of water) was added to L-alanine (1.0 g, 11.22 mmol) and stirred for several minutes at room temperature. The solvent was removed in vacuo and the residue dried at 60° C. under high vacuum overnight. 4 Å molecular sieves, ferrocenecarboxaldehyde (11.78 mmol, 2.52 g) and absolute ethanol (50 ml) were added to the alaninate and stirred for 5 hours; the course of the reaction can be followed by IR. The molecular sieves were separated by filtration, the filtrate concentrated on a vacuum line and a red solid was obtained. Pentane (50 ml) was added and the mixture was stirred until a suspension was formed. This was filtered through a sinter and the residue was washed with pentane and dried under vacuum to give the title compound as a yellow-orange solid (3.28 g, 950%); νmax (KBr disc) 1641 s (C=N) and 1591 (CO2-) cm-1. The imine rapidly undergoes hydrolysis on silica or in the presence of water.

Provenance & Evidence