Aluminium lithium hydride → HCID 53827587, compound

Participants

Reaction Steps

To a solution of 1,2,3,4-tetrahydro-7-methoxy-4-methylcyclopent[b]indole-2-carboxylic acid ethyl ester (2.0 g, 0.007 mole) in 30 ml of dry tetrahydrofuran, was added lithium aluminum hydride (1M solution in tetrahydrofuran, 15 ml, 0.015 mole). After stirring at reflux for three hours, the mixture was cooled, quenched with 5 ml of saturated ammonium chloride solution and then diluted with 50 ml of ether. The mixture was filtered, and the filtrate concentrated to a yellow oil (~2 g). This oil was eluted on a silica gel column with 10% ethyl acetate/dichloromethane via HPLC. The desired fractions were combined and concentrated to give the product as a thick yellow oil (1.2g).

Provenance & Evidence