HCID 10185831, compound → HCID 10301185, compound

Participants

Reaction Steps

625.3 g of 2-cyclopentyl-4-(4-fluorophenyl)-7,7-dimethyl-3-(4-trifluoromethylbenzoyl)-7,8-dihydro-6H-quinolin-5-one were reduced at 0° to −5° C. in 6 liters of tetrahydrofuran using 56.4 g of IR,2S-aminoindanol and 800 g of boranediethylaniline complex. Quenching of the reaction was carried out after approximately 20 hours using 500 ml of 1,2-ethanediol. The tetrahydrofuran was distilled off, the resulting oil was taken up in ethyl acetate and the organic phase was dried and concentrated after washing with 2 N hydrochloric acid and saturated sodium hydrogen carbonate solution. The residue was recrystallized hot from cyclohexane. A total of 574 g of colorless crystals having a purity of 99.4% according to HPLC (e.e. 97.4%) resulted.

Provenance & Evidence