Hydrochloric Acid → HCID 69117520, compound

Participants

Reaction Steps

To a solution of (R)-2-azidomethyl-8-(2,5-dichloro-phenyl)-6-fluoro-chroman (240 mg, 0.68 mmol) in tetrahydrofuran (10 mL) and water (0.5 mL) was added triphenylphosphine (0.27 g, 10.2 mmol) and the reaction mixture stirred at room temperature for 24 hours. The solvent was removed under vacuum to form a colorless oil. Chromatography with 0–5% methanol in methylene chloride plus 1% NH4OH afforded {[(R-8-(2.5-dichlorophenyl)-6-fluoro-2H-chromen-2-yl]methyl}amine as a colorless oil. The oil was dissolved in ethyl acetate and made into its hydrochloride salt (121 mg, 45%) using excess ethereal hydrochloric acid to give a white solid, mp 217–219° C.; MS (ES) m/z 324.0 ([M+H]+); [α]D25=+191.22° (c=5.1 mg/0.7 mL MeOH).

Provenance & Evidence