反应详情

温度

60 °C

Add 4-methoxybenzaldehyde (400 g, 2.94 mol) over 20 min to a solution of tert-butyl carbazate (400 g, 2.94 mol) in toluene (750 mL) at 50° C. Heat to reflux over a period of 1 hour (h), collecting water in an azeotrope with the toluene. After no further water is collected, cool to 60° C. Add hexanes until the product precipitates from solution. Cool the bath further to 20° C. Collect the solids by filtration and dry using a nitrogen press to afford the title compound (750.5 g, 91%). 1H NMR [400 MHz, dimethyl sulfoxide-d6 (DMSO-d6)] δ 10.6-10.8 (bs, 1H), 7.88-8.0 (S, 1H), 7.5-7.55 (d, 2H), 6.95-7.0 (d, 2H), 1.45 (s, 9H). ES/MS (m/z): 249 [M-H].

1. temperatureHeat
2. temperatureto reflux over a period of 1 hour (h)
3. customcollecting water in an azeotrope with the toluene
4. customAfter no further water is collected
5. customAdd hexanes until the product precipitates from solution
6. temperatureCool the bath further to 20° C
7. customCollect the solids
8. filtrationby filtration
9. customdry