Ammonia → 4-Chloromethyl-5-phenyl-2-p-tolyloxazole

HRID 2056389ノート

反応式

HRID 2056389 の反応式
[CH3:1][C:2]1[N+:3]([O-])=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[O:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.P(Cl)(Cl)([Cl:23])=O.N>C(Cl)(Cl)Cl>[Cl:23][CH2:1][C:2]1[N:3]=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[O:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

参加物

5

反応物 3

HCID 222AmmoniaHCID 24813Phosphorus oxychlorideHCID 589341914-Methyl-5-phenyl-2-p-tolyloxazole 3-oxide

生成物 1

HCID 574345034-Chloromethyl-5-phenyl-2-p-tolyloxazole

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
0 °C

実験手順

6.4 g of 4-methyl-5-phenyl-2-p-tolyloxazole 3-oxide are dissolved in 50 ml of chloroform, 2.4 ml of phosphorus oxychloride are added and the mixture is, under reflux, heated at the boil for 30 minutes. The reaction mixture is cooled to 0° C., the pH is made slightly alkaline using ammonia and the mixture is extracted three times with in each case 100 ml of ethyl acetate. The combined organic phases are washed with water and dried over MgSO4, and the solvent then removed under reduced pressure. This gives 5.4 g of 4-chloromethyl-5-phenyl-2-p-tolyloxazole as a yellow solid. C17H14CINO (283.76), MS(ESI)=284 (M+H+), Rf(n-heptane:ethyl acetate)=7:1)=0.41.

後処理

  1. temperatureunder reflux
  2. temperatureheated at the boil for 30 minutes
  3. extractionthe mixture is extracted three times with in each case 100 ml of ethyl acetate
  4. washThe combined organic phases are washed with water
  5. dry with materialdried over MgSO4
  6. customthe solvent then removed under reduced pressure

出典と根拠

ORDレコード
ord-9950c18a04ab458abe2d39450e9280aa
出典データセット
uspto-grants-2008_02
特許番号
US07335671B2

反応ノート

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