Sodium hydride → 2-Chloro-5-[4-(3-bromophenoxy)-2-chlorophenoxy]methylpyridine

HRID 5206

反応式

HRID 5206 の反応式
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[C:8]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([Br:17])[CH:12]=2)[CH:7]=[CH:6][C:5]=1[OH:18].[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26]Cl)=[CH:22][N:21]=1>CN(C)C=O>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][O:18][C:5]2[CH:6]=[CH:7][C:8]([O:10][C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([Br:17])[CH:12]=3)=[CH:9][C:4]=2[Cl:3])=[CH:22][N:21]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 1554792-Chloro-5-(chloromethyl)pyridineHCID 197980962-Chloro-4-(3-bromophenoxy)phenol

生成物 1

HCID 197980982-Chloro-5-[4-(3-bromophenoxy)-2-chlorophenoxy]methylpyridine

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

実験手順

To a solution of 0.07 g of sodium hydride (60% oil dispersion) in 10 ml of N,N-dimethylformamide, there is added dropwise a solution of 0.50 g of 2-chloro-4-(3-bromophenoxy)phenol in 3 ml of N,N-dimethylformamide with stirring and ice-cooling. After 30 minutes, a solution of 0.27 g of 2-chloro-5-chloromethylpyridine in 5 ml of N,N-dimethylformamide is added thereto at room tempearture, followed by stirrring at the same temperature for 10 hours. The reaction mixture is poured into ice-water and extracted twice with 100 ml of ethyl acetate. The extracts are combined together, washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue is subjected to silica gel chromatography to give 2-chloro-5-[4-(3-bromophenoxy)-2-chlorophenoxy]methylpyridine.

後処理

  1. temperatureice-cooling
  2. waitby stirrring at the same temperature for 10 hours
  3. extractionextracted twice with 100 ml of ethyl acetate
  4. washwashed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-1b4f35597bfc40f99c6612fc401f6e22
出典データセット
uspto-grants-1993_09
特許番号
US05243087

関連ノート

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