HCID 178476810, compound → HCID 178476809, compound

Participants

Reaction Steps

A solution of ethyl (3-methoxy-4-nitrobenzyl)prop-2-en-1-ylphosphinate (Compound 37E, 1.075 g, 3.59 mmol) in EtOH (20.0 mL) was charged with Palladium 10% wt on activated carbon (0.365 mg, 0.34 mmol). The reaction mixture was evacuated and purged with hydrogen gas (3×). The reaction mixture was allowed to stir under hydrogen at rt for 16 h. The reaction mixture was filtered through a pad of celite. The filtrate was concentrated under reduced pressure to a light purple oil, (0.97 g, 99%). This material was used in successive reactions without further purification. 1H NMR (CDCl3, 400 MHz): δ=6.79 (t, J=1.8 Hz, 1H), 6.70-6.75 (m, 1H), 6.64-6.69 (m, 1H), 3.93-4.09 (m, 2H), 3.86 (s, 3H), 3.04 (d, J=16.2 Hz, 2H), 1.60 (dt, J=2.5, 4.9 Hz, 4H), 1.29 (t, J=7.1 Hz, 3H), 0.98 (dt, J=1.3, 7.1 Hz, 3H). MS (ESI): m/z 272.13 [M+H]+. UPLC: tR=0.98 min (UPLC-TOF: polar—3 min).

Provenance & Evidence