Methanol → HCID 19764144, compound

Participants

Reaction Steps

58 g (0.5 mol) of ethyl acetate are rapidly added dropwise to a solution of 13.5 g (0.25 mol) of sodium methylate in 100 ml of methanol, at 30°-35° C. After the mixture is stirred for a short while (20 minutes), 50 g (0.25 mol) of 3-bromobenzyl bromide are added dropwise at 30° C. After the exothermic reaction has ceased, the mixture is heated at the boil for another 4 hours, and the solvent is subsequently distilled off. The residue is treated with 200 ml of water, and the mixture is extracted 3 times with 75 ml of ether. The combined organic phases are dried over sodium sulphate and freed from the solvent. Fractionation of the residue gives 56.0 g (0.20 mol, 80% of theory) of methyl 2-(3-bromobenzyl)acetoacetate of boiling point 105° C./0.1 torr).

Provenance & Evidence