Hydrochloric Acid → HCID 57702262, compound

Participants

Reaction Steps

877 mg (23.1 mmol) of lithium aluminium hydride are initially introduced in 10 ml of THF, and a solution of 5.0 g (15.4 mmol) of methyl 2-(5,6-difluoro-1-oxoindan-2-ylmethyl)heptanoate in 20 ml of THF is added dropwise with ice-cooling. The cooling is removed, and the batch is left to stir at room temp. for 2 h and subsequently refluxed for 30 min. After hydrolysis using ice-water, the solution is acidified using conc. hydrochloric acid, and the aqueous phase is separated off and extracted three times with MTB ether. The combined organic phases are washed with water and dried over sodium sulfate. The solvent is removed in vacuo, giving 5,6-difluoro-2-(2-hydroxymethylheptyl)indan-1-ol as a colourless oil, which is sufficiently pure for further reaction.

Provenance & Evidence