Pyridine → 1-[2-Chloro-4-(3-chlorophenoxy)phenoxy]-2-(N-ethyl-N-acetylaminocarbonyloxy)ethane

HRID 265625ノート

反応式

HRID 265625 の反応式
C(Cl)(=[O:3])C.[Cl:5][C:6]1[CH:20]=[C:19]([O:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=2)[CH:18]=[CH:17][C:7]=1[O:8][CH2:9][CH2:10][O:11][C:12]([NH:14][CH2:15][CH3:16])=[O:13].N1[CH:34]=[CH:33]C=CC=1.CN(C1C=CC=CN=1)C>C1(C)C=CC=CC=1>[Cl:5][C:6]1[CH:20]=[C:19]([O:21][C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=2)[CH:18]=[CH:17][C:7]=1[O:8][CH2:9][CH2:10][O:11][C:12]([N:14]([CH2:33][CH3:34])[C:15](=[O:3])[CH3:16])=[O:13]

参加物

6

反応物 4

HCID 1049PyridineHCID 6367Acetyl chlorideHCID 218852-DimethylaminopyridineHCID 200885701-[2-Chloro-4-(3-chlorophenoxy)phenoxy]2-ethylaminocarbonyloxyethane

生成物 1

HCID 190345851-[2-Chloro-4-(3-chlorophenoxy)phenoxy]-2-(N-ethyl-N-acetylaminocarbonyloxy)ethane

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

4.7 g of acetyl chloride are added dropwise at 10°-20° C. to a mixture of 5.55 g of 1-[2-chloro-4-(3-chlorophenoxy)phenoxy]-2-ethylaminocarbonyloxyethane, 3.6 g of pyridine, 0.15 g of dimethylaminopyridine and 60 ml of toluene. The mixture is then stirred for 50 hours at reflux temperature. The batch is poured into 300 ml of ice-water and is extracted three times using diethyl ether. The combined ether phases are washed using 1N hydrochloric acid and three times using water, dried over sodium sulfate and the solvent is evaporated in vacuo. The crude product is purified on silica gel using diethyl ether/n-hexane (2:7) as mobile phase. This gives the title compound of refractive index nD20 1.5640.

後処理

  1. temperatureat reflux temperature
  2. extractionis extracted three times
  3. washThe combined ether phases are washed
  4. dry with materialdried over sodium sulfate
  5. customthe solvent is evaporated in vacuo
  6. customThe crude product is purified on silica gel

出典と根拠

ORDレコード
ord-6ddfa51380884244a4fbb39b30b3b27f
出典データセット
uspto-grants-1997_07
特許番号
US05648494

反応ノート

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