Oxygen → HCID 10104276, compound

Participants

Reaction Steps

The glass attachment of a 30 ml autoclave is charged in a glove box (oxygen content <1 ppm) with 0.20 g (1.0 mmol) of 6,7-dihydropyrido[1,2-a]indole-8-methanol, 9 ml of tetrahydrofuran and 1 ml of the above-mentioned catalyst solution. The hydrogenation is carried out at 80° C., an initial pressure of 60 bar of H2 and while stirring vigorously. After a hydrogenation time of 18 hours, the conversion is 99.9% according to GC. The pale yellow hydrogenation solution is evaporated. The residue is dissolved in diethyl ether and, in order to separate the catalyst, the solution is allowed to flow through a 5 g silica gel column. Rinsing of the column with diethyl ether, evaporation of the eluate and drying of the pale brown crystalline residue yields 0.20 g (100%) (S)-6,7,8,9-tetrahydropyrido[1,2-a]indole-8-methanol; GC 100 area %; 91.0% e.e.

Provenance & Evidence