反应详情

温度

40 °C

Water (720 ml), sodium bisulfite (81 g, 0.775 mol, 1.2 equiv) and p-anisaldehyde (88 g, 0.646 mol, 1.0 equiv) are combined, warmed to 40° C. and stirred for 3 hrs. The slurry is cooled to 5° C., and sodium cyanide (35 g, 0.711 mol, 1.1 equiv) in 140 ml water is added. The reaction is stirred for 2 hrs. at 5° C., then warmed to room temperature, and methyl-t-butyl ether (MTBE) (400 ml) added. The layers are separated after a brief stir, and the aqueous phase re-extracted with MTBE (100 ml). The combined organic layers were dried (MgSO4), and concentrated to an oil, which was seeded to afford product: 69.5 g, 65.9%. The material can be recrystallized from toluene (3 ml per g substrate, heat to 35° C., cool to 5° C., 90% recovery).

1. temperatureThe slurry is cooled to 5° C.
2. stirringThe reaction is stirred for 2 hrs
3. temperatureat 5° C., then warmed to room temperature
4. customThe layers are separated after a brief stir
5. extractionthe aqueous phase re-extracted with MTBE (100 ml)
6. dry with materialThe combined organic layers were dried (MgSO4)
7. concentrationconcentrated to an oil, which
8. customto afford product
9. customThe material can be recrystallized from toluene (3 ml per g substrate, heat to 35° C., cool to 5° C., 90% recovery)