反应详情

A solution of diethyl (3-chloro-4-nitrobenzyl)phosphonate (Compound 24E, 0.500 g, 1.62 mmol) in EtOH (10 mL) was charged with iron (0.454 g, 8.12 mmol) and heated to reflux. When the reaction mixture reached reflux, it was charged with 0.1 N aq HCl (0.500 mL, 0.08 mmol) and stirred for 10 min. The reaction mixture was filtered through a pad of celite and the filtrate was concentrated in vacuo. The compound was purified on an Teledyne Isco Combiflash® Rf system eluting with 40 to 90% EtOAc in heptane to afford the title compound. 1H NMR (400 MHz, chloroform-d) δ 7.19 (t, J=2.40 Hz, 1H), 7.01 (td, J=2.27, 8.08 Hz, 1H), 6.71 (dd, J=0.63, 8.21 Hz, 1H), 3.96-4.08 (m, 4H), 2.96-3.06 (m, 2H), 1.26 (t, J=7.07 Hz, 6H); MS (ES+): m/z: 278.06 [MH+]. UPLC: tR=1.18 min (UPLC-TOF: polar—3 min).

1. temperatureheated to reflux
2. temperatureWhen the reaction mixture reached reflux
3. filtrationThe reaction mixture was filtered through a pad of celite
4. concentrationthe filtrate was concentrated in vacuo
5. customThe compound was purified on an Teledyne Isco Combiflash® Rf system
6. washeluting with 40 to 90% EtOAc in heptane