反应详情

To a mixture of 4-methyl-2-nitro-phenol (1.50 g, 9.80 mmol) and K2CO3 (2.03 g, 14.7 mmol) in acetone (23 mL) was added allyl bromide (1.24 ml, 14.7 mmol). The reaction mixture was stirred at room temperature overnight. It was then heated at 40° C. for 6 hrs. Inorganic salts were filtered and washed with acetone. The filtrate was concentrated and the residue was purified by flash chromatograph eluting with hexane/EtOAc (95:5) to give 1.67 g (88%) of the desired product. MS (DCI/NH3) m/z: 211.0 (M+NH4)+; 1H NMR (300 MHz, DMSO-D6) δ ppm 2.30 (s, 3 H) 4.67–4.75 (m, 2 H) 5.27 (m, 1 H) 5.42 (m, 1 H) 5.97 (m, 1 H) 7.24 (d, J=8.48 Hz, 1 H) 7.45 (dd, J=8.65, 2.20 Hz, 1 H) 7.69 (d, J=2.37 Hz, 1 H).

1. temperatureIt was then heated at 40° C. for 6 hrs
2. filtrationInorganic salts were filtered
3. washwashed with acetone
4. concentrationThe filtrate was concentrated
5. customthe residue was purified by flash chromatograph
6. washeluting with hexane/EtOAc (95:5)