HCID 19775303, compound → HCID 19775318, compound

Participants

Reaction Steps

Lithium aluminium hydride (38 mg) was added to a stirred, ice-cooled solution of 1-diphenylmethoxy-2-[N-(4-methoxycarbonylphenethyl)-N-methylamino]-2-methylpropane (160 mg) (see Example 13) in ether (15 ml) and the mixture was stirred at room temperature for 17 hours, heated under reflux for 4 hours, quenched by the sequential dropwise addition with stirring of a solution of water (38 mg) in tetrahydrofuran (2 ml), 15% aqueous sodium hydroxide solution (38 mg) and water (114 mg), stirred at room temperature for 30 minutes and filtered. The filtrate was washed with 5% aqueous sodium carbonate solution and water, dried over magnesium sulphate and evaporated. The residue was purified by chromatography on silica (17 g) using hexane:n-propanol: saturated methanolic ammonia (95:5:1) as the eluant. Appropriate fractions were combined and evaporated to give the title compound as a colourless oil (130 mg, 87%).

Provenance & Evidence