Sodium;3-oxidodioxaborirane;tetrahydrate → 3-Cyano-4-{[(1R)-1-methylpropyl]oxy}benzoic acid

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-formyl-2-{[(1R)-1-methylpropyl]oxy}benzonitrile (D37) (310 mg, 1.53 mmol) in acetic acid (30 ml) was added sodium perborate tetrahydrate (471 mg, 3.05 mmol), the reaction mixture was heated at 50° C. over the weekend. The reaction mixture was concentrated in vacuo and water (˜50 ml) added, EtOAc (˜30 ml) was added and the layers partitioned, the aqueous layer was extracted twice more with EtOAc (˜30 ml) and the combined organics evaporated to dryness under reduced pressure to give the title compound (315 mg) as an off-white solid. MS (ES): C12H13NO2 requires 219; found 220 (MH+).

Provenance & Evidence