Tetrahydrofuran → HCID 19372767, compound

Participants

Reaction Steps

LAH (5 equivalents) was allowed to react with a THF solution (14.3 ml) of 4-acetylamino-3,4-dihydro-5-hydroxy-1-(2,4,6-triisopropylphenylsulfonyl)-5-vinyl-5H-benz[cd]indole (750 mg, 1.43 mmol) and was refluxed for 3 hours to complete the reaction. Ethanol was added to the reaction mixture to inactivate the excess amount of LAH and was added aqueous solution of Na2SO4. The reaction mixture was subjected to extraction with ethyl acetate. The extract was washed with an aqueous saline solution and, then, dried (anhydrous Na2SO4) and concentrated under reduced pressure. The residue thus obtained was subjected to silica gel column chromatography, eluting with ethyl acetate to afford 275 mg (38%) of the title compound as an oily product.

Provenance & Evidence