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

HRID 1886327

반응식

HRID 1886327 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

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 temperature, followed by stirring 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.

후처리

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

출처 및 근거

ORD 기록
ord-5d68f6afdf58464f9d7bf02bfb434fb0
출처 데이터셋
uspto-grants-1992_09
특허 번호
US05151428

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