Water → HCID 86734673, compound

Participants

Reaction Steps

To a suspension of LiAlH4 (4.57 g, 120 moles) in anhydrous Et2O (0.5 l.) was added an ethereal solution (0.5 l.) of the methyl 3-benzyloxy-5-[2(isopropylamino)-1-hydroxyethyl]-benzoate (17.5 g, 50.9 mmoles) slowly at room temperature. The resultant mixture was heated at reflux for 4 hrs. The LiAlH4 and complex was hydrolyzed by the slow addition of 40 ml of H2O. The granular precipitate which formed was removed by filtration and an oily product was obtained from the ether filtrate after evaporation; yield 15.2 g. (94.3%). The crude product was crystallized from Et2O-hexane; yield 9.24 g (54.4%) mp. 84°- 89°. The analytical sample was obtained from EtOAc-hexane, mp. 90°-93° .

Provenance & Evidence