反应 #4494

ord-7d658abe348645fab4f8f7ddde1e6c72

反应方程式

CCCC(N)=O
butyramide
O=C(CCl)CCl
1.3-dichloroacetone
O=C([O-])O.[Na+]
sodium bicarbonate
CCCc1nc(CCl)co1
4-chloromethyl-2-propyloxazole

溶剂

反应条件

温度
130°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度After cooling
  2. 2
    萃取extracted with ethyl ether
  3. 3
    洗涤The extract was washed with water
  4. 4
    干燥dried (MgSO4)
  5. 5
    浓缩concentrated
  6. 6
    其他The residue was purified by chromatography on silica gel with acetone-hexane (1:9)

实验过程

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).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US04725610uspto-grants-1988_02