HCID 18786133, compound → HCID 18786135, compound

Participants

Reaction Steps

1 g (4 mmol) of 2,3-dimethyl-7-(2-allylamino-1-hydroxyethyl)benzofuran, 85 mg (0.092 mmol) of Wilkinson's catalyst (tris(triphenylphosphine)rhodium(I)) and 25 ml of an acetonitrile/water (84/16) mixture are introduced into a 100 ml three-necked flask equipped with a distillation system and a 50 ml dropping funnel. 30 ml of the same acetonitrile/water (84/16) mixture are placed in the dropping funnel. The solution is stirred at reflux, under a nitrogen stream, for 1 h 30, small amounts of acetonitrile/water (84/16) mixture being added regularly in order to replace the solvent distilled off. The mixture is subsequently concentrated under vacuum and the residue is purified by column chromatography (elution solvent: 90/10 dichloromethane/methanol) and then dried in a desiccator under vacuum over phosphorus pentoxide. 354 mg of 2,3-dimethyl-7-(2-amino-1-hydroxyethyl)benzofuran are obtained--M.p.: 73° C.

Provenance & Evidence