반응 #806266
ord-d906fe819a45423eb4f0dc114dba722f
반응 방정식
α-bromo-2-nitro-p-tolunitrile
sodium formate
→
title compound
수율 77.0%
α-Hydroxy-2-nitro-p-tolunitrile
수율 77.0%
반응 조건
상세 조건
See reaction.notes.procedure_details.
후처리
- 1온도was refluxed for 2 h
- 2세척washed with H2O (3×)
- 3건조dried (MgSO4)
- 4농축concentrated
- 5기타Purification by flash chromatography (1,2 and 3% MeOH/CHCl3 gradient)
실험 절차
A stirred solution containing α-bromo-2-nitro-p-tolunitrile (1.228 g, 5.095 mmol) and sodium formate (0.8664 g, 12.74 mmol) in ethanol:water (4:1, 25 mL) was refluxed for 2 h. The reaction was cooled to room temperature, diluted with 20% CH2Cl2/EtOAc, washed with H2O (3×), dried (MgSO4) and concentrated. Purification by flash chromatography (1,2 and 3% MeOH/CHCl3 gradient) gave 0.695 g (77%) of the title compound as a white solid. 1H NMR (DMSO-d6) δ 4.71 (d, 2H), 5.75 (t, 1H), 7.89 (dd, J=7.9 Hz, 1H), 8.14 (d, J=7.9 Hz, 1H), 8.32 (s, 1H).