Toluene → HCID 23461740, compound

Participants

Reaction Steps

2.7 g (10 millimoles) of o-benzyloxybenzoic acid allylamide in 20 ml of a 20% strength by weight solution of phosgene and toluene are stirred, in the presence of 2 drops of dimethylformamide, at room temperature overnight. The residue which remains after distilling off the toluene under reduced pressure at 40° C. bath temperature is taken up in 30 ml of tetrahydrofuran and the solution is filtered through glass wool and is introduced, in the course of 45 minutes, into an ice-cooled solution of 4.0 g (30 millimoles) of potassium tert.-butylate in 60 ml of a 1:1 (by volume) mixture of tetrahydrofuran and benzene, under argon as a protective gas. 10 minutes after completion of the addition, the solvent is distilled off under reduced pressure, the residue is partitioned between methylene chloride and water, and the aqueous phase is extracted twice with methylene chloride.

Provenance & Evidence