1,3-Dichloroacetone → 4-Chloromethyl-2-propyloxazole

HRID 4398

反応式

HRID 4398 の反応式
[C:1]([NH2:6])(=[O:5])[CH2:2][CH2:3][CH3:4].[Cl:7][CH2:8][C:9]([CH2:11]Cl)=O.C(=O)(O)[O-].[Na+]>O>[Cl:7][CH2:8][C:9]1[N:6]=[C:1]([CH2:2][CH2:3][CH3:4])[O:5][CH:11]=1

参加物

5

反応物 3

HCID 107931,3-DichloroacetoneHCID 10927ButyramideHCID 516892Sodium Bicarbonate

生成物 1

HCID 201524274-Chloromethyl-2-propyloxazole

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
130 °C

実験手順

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).

後処理

  1. temperatureAfter cooling
  2. extractionextracted with ethyl ether
  3. washThe extract was washed with water
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated
  6. customThe residue was purified by chromatography on silica gel with acetone-hexane (1:9)

出典と根拠

ORDレコード
ord-7d658abe348645fab4f8f7ddde1e6c72
出典データセット
uspto-grants-1988_02
特許番号
US04725610

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