Oxygen → HCID 10104277, 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, 8 ml of toluene and 2 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 the solution is allowed to flow through a 5 g silica gel column in order to separate the catalyst. Rinsing of the column with diethyl ether, evaporation of the eluate and drying of the pale brown crystalline residue, yields 0.20 g (100%) of (R)-6,7,8,9-tetrahydropyrido[1,2-a]indole-8-methanol; GC 100 area %, 93.7% e.e.

Provenance & Evidence