4-Hydroxybenzaldehyde → HCID 21705020, compound

Participants

Reaction Steps

7 g (26 mmole) 4-[(methoxycarbonyl)amino]phenethyl methanesulfonate, 6.2 g (51 mmole) 4-hydroxybenzaldehyde and 7.05 g potassium carbonate in acetonitrile was refluxed for 3 h. The solvent was evaporated in vacuo, 1 M sodium hydroxide was added and the product was extracted with dichloromethane, washed with brine, dried and the solvent was evaporated. The reaction was not completed and therfore restarted with 3.1 g 4-hydroxybenzaldehyde and 3.5 g potassium carbonate in acetonitrile and refluxed for 4 h. The solvent was evaporated and the residue was stirrred in dichloromethane over night. The precipitate was filtered off and the solvent was evaporated to give 5.9 g (yield 75.8%) of methyl N-{4-[2-(4-formylphenoxy)ethyl]phenyl}carbamate wich was used without further purification.

Provenance & Evidence