Diethyl Malonate → Diethyl (2,2-dimethoxyethyl)malonate

Participants

Reaction Steps

Diethyl malonate (168.18 g, 1.05 mol) was added to a solution of sodium ethoxide (from 23.0 g, 1.00 mol of sodium) in 500 ml of dry ethanol at 50° C. during 45 min. Bromoacetaldehyde dimethylacetal (74.2 g, 1.06 mol) was added at the same temperature during 45 min. and the mixture was refluxed over-night. Ethanol was evaporated in vacuum, and the residue was dissolved in 200 ml of water and extracted with 3×300 ml of ether. The extracts were dried (MgSO4), evaporated, and distilled in vacuum to give 115.0 g (46%) of the title compound. B.p. 97°-101° C. (0.6 mm Hg).

Provenance & Evidence