Reacción #4494

Ecuación de reacción

butyramide

1.3-dichloroacetone

sodium bicarbonate

→

4-chloromethyl-2-propyloxazole

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaAfter cooling
2. 2
   Extracciónextracted with ethyl ether
3. 3
   LavadoThe extract was washed with water
4. 4
   Secadodried (MgSO4)
5. 5
   Concentraciónconcentrated
6. 6
   OtroThe residue was purified by chromatography on silica gel with acetone-hexane (1:9)

Procedimiento

A mixture of butyramide (19.88 g) and 1.3-dichloroacetone (24.14 g) was heated at 130° C. for 1.5 hours. After cooling, the mixture was diluted with water, neutralized with aqueous sodium bicarbonate solution and extracted with ethyl ether. The extract was washed with water, dried (MgSO4) and concentrated. The residue was purified by chromatography on silica gel with acetone-hexane (1:9) to yield 4-chloromethyl-2-propyloxazole as an oil (10.70 g 35.3%). NMR (CDCl3)δ: 0.97 (3H, t, J=7.5 Hz), 1.79 (2H, sext, J=7.5 Hz), 2.72 (2H, t, J=7.5 Hz), 4.47 (2H, s), 7.53 (1H, s).

Fuente