Hydrochloric Acid → Ethyl 2-(8-hydroxyoctyl)-4,5,6,7-tetramethoxy-2-indancarboxylate

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Reaction Steps

A THF solution of borane complex (1 M, 3.74 ml, 3.74 mmols) was added to a THF (9.0 ml) solution of 8-(2-ethoxycarbonyl-4,5,6,7-tetramethoxyindan-2-yl)octanoic acid (847 mg, 1.87 mmol), with cooling with ice. The reaction mixture was allowed to warm to room temperature, and then stirred for 2 hours. 1N hydrochloric acid was added and the reaction mixture was then extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, and then dried. The solvent was evaporated out in vacuo, and the resulting crude product was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to obtain the entitled compound (713 mg) as an oil.

Provenance & Evidence