Methyl Chloride → ((2r)-8-(Biphenyl-2-yl)-6-fluorochroman-2-yl)methanamine hydrochloride

Participants

Reaction Steps

Treatment of (2R)-2-(azidomethyl)-8-(biphenyl-2-yl)-6-fluorochroman (0.85 g, 2.36 mmol) with polymer-bound triphenylphosphine (3 mmol/g, 1.02 g, 3.06 mmol) in THF (30 mL) and water (2 mL) according to the procedure described for Example Cl-Me provided 0.46 g (52%) of ((2R)-8-(biphenyl-2-yl)-6-fluorochroman-2-yl)methanamine hydrochloride as an off-white solid salt, mp 98° C.; MS (ESI) m/z 334.2 [M+H]+; [α]D25=−27.00° (c=1% SOLN, MeOH).

Provenance & Evidence