2-Fluorobenzoyl chloride → 2,3-Dichloro-4-(2-fluorobenzoyl)phenetole

HRID 1154593노트

반응식

HRID 1154593 반응식
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[O:9][CH2:10][CH3:11].[F:12][C:13]1[CH:21]=[CH:20][CH:19]=[CH:18][C:14]=1[C:15](Cl)=[O:16].[Cl-].[Al+3].[Cl-].[Cl-]>C(Cl)Cl>[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([C:15](=[O:16])[C:14]2[CH:18]=[CH:19][CH:20]=[CH:21][C:13]=2[F:12])[CH:5]=[CH:4][C:3]=1[O:9][CH2:10][CH3:11]

참가 물질

5

반응물 3

HCID 98082-Fluorobenzoyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 104200611,2-Dichloro-3-ethoxybenzene

생성물 1

HCID 133437072,3-Dichloro-4-(2-fluorobenzoyl)phenetole수율 58.5%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 2,3-dichlorophenetole (57.3 g., 0.3 mole), 2-fluorobenzoyl chloride (47.8 g., 0.3 mole) and methylene chloride (300 ml.) at 5° C. was stirred vigorously and treated with finely powdered aluminum chloride (42.6 g., 0.32 ml.). The reaction mixture was slowly warmed to room temperature and then stirred overnight. The reaction mixture was decomposed with ice/concentrated hydrochloric acid (50 ml.) and the aqueous solution was extracted twice with methylene chloride. The combined organic extracts were washed with aqueous sodium bicarbonate solution and finally with aqueous sodium chloride solution. The methylene chloride solution was dried over MgSO4 and filtered. The solvent was removed in vacuo and the residue on triturating with methanol gave the product 55 g., m.p. 94°-95° C. This material was used in the next step without additional purification.

후처리

  1. stirringstirred overnight
  2. extractionthe aqueous solution was extracted twice with methylene chloride
  3. washThe combined organic extracts were washed with aqueous sodium bicarbonate solution and finally with aqueous sodium chloride solution
  4. dry with materialThe methylene chloride solution was dried over MgSO4
  5. filtrationfiltered
  6. customThe solvent was removed in vacuo
  7. customthe residue on triturating with methanol

출처 및 근거

ORD 기록
ord-6957526e7ec64774994257037395d6e5
출처 데이터셋
uspto-grants-1984_12
특허 번호
US04490384

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