Diethyl 2-quinolinylmethylphosphonate → Diethyl (5,6,7,8-tetrahydroquinolin-2-yl-methyl)phosphonate

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Reaction Steps

A solution of compound 58a (6.0 g, 17 mmol) in trifluoroacetic acid (20 mL) was hydrogenated at about 2 to 3 atm over PtO2 (0.4 g, 1.8 mmol) at 30° C. for 20 h. The resulting mixture was filtered through a pad of diatomaceous earth and the filtrate was concentrated under reduced pressure. The residue obtained was purified by flash column chromatography on silica gel (EtOAc/petroleum ether (1:2 v/v)) to obtain compound 58b as a colorless oil. Mass Spectrum (LCMS, ESI pos.): Calcd. for C28H27N5O3: 284.1 (M+H). Found: 284.2.

Provenance & Evidence