Methyl triflate → HCID 57840752, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 3-(3-ethoxy-4-methoxy-phenyl)-1-methyl-piperidin-4-one (0.88 g) in 8.5 ml of 4-methyl-pentan-2-one, which is cooled to about 2° C., trifluoro-methansulfonic acid methylester (0.6 g) is added dropwise within about 9 min. Following 20 min stirring at RT a combined solution of sodium hydrogensulfide monohydrate (0.82 g) and sodium sulfide nonahydrate (0.98 g) in 8.5 ml of water is added and the stirred reaction mixture is then heated to reflux temperature for 4 h. Cooled to RT the stirring is stopped and the building up organic layer is separated. The water phase is washed three times with 2 ml each of EtOAc. The collected organic phase is washed two times with 3 ml each of water, filtered and concentrated in vacuo giving a solid residue. This is suspended in 2-propanol (4 ml) and the suspension is heated to reflux temperature giving a clear solution. The continuously stirred solution is slowly cooled down to RT inducing a spontaneous crystallization. Following stirring for 15 h at RT, the suspension is further stirred at about 2° C. for 2 h and then the crystals are filtered of, washed with 2-propanol (1 ml) and dried in vacuo at about 60° C. for 24 h yielding the title compound.

Provenance & Evidence