Water → HCID 18973255, compound

Participants

Reaction Steps

To a suspension of 114 mg of lithium aluminum hydride in 5 ml of tetrahydrofuran, there was dropwise added a solution obtained by dissolving, in 5 ml of tetrahydrofuran, 1.04 g of methyl 1-[(5-methyl-2-phenyloxazol-4-yl)methyl]indole-4-carboxylate prepared in Example 28 over 30 minutes, with ice-cooling and under an argon gas atmosphere. After stirring the reaction solution for one hour, there were, in order, added 0.11 ml of water, 0.11 ml of a 15% aqueous sodium hydroxide solution and 0.33 ml of water to the reaction solution, followed by stirring the mixture for 2 hours. The insolubles were filtered off, the resulting filtrate was concentrated and the residue was dried under reduced pressure to give 949 mg of 4-hydroxymethyl-1-[(5-methyl-2-phenyloxazol-4-yl)methyl]indole as colorless crystals. The yield thereof was found to be 99%.

Provenance & Evidence