Reacción #61102

Ecuación de reacción

4-(4-[1,3]dioxolan-2-yl-phenyl)-morpholine

ethyl acetate

→

4-morpholin-4-yl-benzaldehyde

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas continued for 2 hours at ambient temperature
3. 3
   Lavadowashed with saturated aqueous sodium bicarbonate (2×50 mL)
4. 4
   Extracciónextracted with ethyl acetate (2×50 mL)
5. 5
   SecadoThe combined organic extracts were dried over sodium sulfate
6. 6
   Filtraciónfiltered
7. 7
   Concentraciónconcentrated

Procedimiento

A mixture of 4-(4-[1,3]dioxolan-2-yl-phenyl)-morpholine (690 mg, 2.933 mmol) in methanol (5 mL) was treated with 10 drops concentrated aqueous hydrochloric acid. The mixture was stirred at room temperature for 1 hour. To this solution was added 5 drops of water and stirring was continued for 2 hours at ambient temperature. The solution was then poured into ethyl acetate (50 mL) and washed with saturated aqueous sodium bicarbonate (2×50 mL) and extracted with ethyl acetate (2×50 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated to give 4-morpholin-4-yl-benzaldehyde as a tan waxy solid (550 mg, 98%).

Fuente