Diethyl 4-((hydroxyimino)(4-methoxyphenyl)methyl)benzylphosphonate → Diethyl 4-(amino(4-methoxyphenyl)methyl)benzylphosphonate

Participants

Reaction Steps

Diethyl 4-((hydroxyimino)(4-methoxyphenyl)methyl)benzylphosphonate, 32-e, (450 mg, 1.2 mmol) was dissolved in EtOH (10 ml), Raney Ni (50 mg) was added, and the resulting mixture was then stirred for 12 h at ambient temperature under hydrogen. The solution was filtered, filtrate was concentrated under reduce pressure, purified by column chromatography (DCM/MeOH=20:1). The product was obtained as a white solid, 32-f, (400 mg, 92%). 1H NMR (300 MHz, CDCl3) δ 1.18-1.23 (t, J=6.9 Hz 6H), 2.27 (s, 2H), 3.04-3.11 (d, J=21.6 Hz 2H) 3.74 (s, 3H), 3.93-3.99 (m, 4H), 5.12 (s, 1H), 6.78-6.81 (d, J=8.7 Hz, 2H), 7.18-7.28 (m, 6H). LC-MS 364 [MH]+.

Provenance & Evidence