Methanol → HCID 10878148, compound

Participants

Reaction Steps

A solution of 26 g (0.108 mol) of ethyl 6,7-dihydropyrido[1,2-a]indole-8-carboxylate in 850 ml of dry tetrahydrofuran is treated dropwise within 1 hour under a nitrogen atmosphere with a 1M solution of diisobutylaluminium hydride in tetrahydrofuran (220 ml, 0.22 mol). The reaction mixture is stirred for 17 hours and 50 ml of methanol are subsequently added dropwise. After the addition of 1000 ml of water and 500 ml of toluene, the mixture is filtered and the aqueous part of the filtrate is separated and extracted with 250 ml of toluene. The combined organic phases are then dried over anhydrous sodium sulfate and evaporated to dryness. There are obtained 19.8 g (92%) of 6,7-dihydropyrido[1,2-a]indole-8-methanol as a beige solid, m.p. 139°-142° C.

Provenance & Evidence