3,4,5-Trimethoxybenzaldehyde → HCID 23052527, compound

Participants

Reaction Steps

To an ethanol solution (50 ml) of 3,4,5-trimethoxybenzaldehyde (2 g, 10 mmol.) and glycine ethyl ester hydrochloride (1.4 g, 10 mmol.) were added sodium hydrogencarbonate (1 g, 12 mmol.) and 5% - palladium on carbon (0.3 g). The reaction solution was stirred for 16 hours at 50° C. under 1 atmosphere pressure of hydrogen. The reaction solution, after cooling, was subjected to filtration to remove the catalyst, and the filtrate was concentrated under reduced pressure. The concentrate was purified by means of a silica gel chromatography (developing solvent: IPE:ethyl acetate=1:1) to afford ethyl N-(3,4,5-trimethoxybenzyl)aminoacetate (2-h, 1.5 g, 47%). Physico-chemical properties and NMR spectrum of this product are shown in Table 4.

Provenance & Evidence