Benzyl Bromide → HCID 10662890, compound

Participants

Reaction Steps

To a solution of 2.63 g (12.06 mmoles) of 6-carbomethoxymethylcoumarin in 50 ml of ethanol is added 2.41 g (60.30 mmoles) of NaOH in 3 ml of H2O. The reaction mixture is heated to reflux for 8 hours after which time 40 ml (3.36 moles) of benzylbromide is added. The reaction mixture is stirred at room temperature for 12 hours after which time the reaction mixture is concentrated in vacuo. The crude product is taken up in H2O, washed with ethylacetate (2 times) and acidified to pH 3-4 with concentrated HCl. The resulting white precipitate is collected to yield cis-3-carboxyvinyl-4-benzyloxyphenylacetic acid which is used directly in the next step.

Provenance & Evidence