Dichloromethane → 1-[7-Bromo-5-fluoro-3-(3-fluoro-benzyl)-benzofuran-2-yl]-ethanone

HRID 18193

반응식

HRID 18193 반응식
[Br:1][C:2]1[C:10]2[O:9][CH:8]=[C:7]([CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=3)[C:6]=2[CH:5]=[C:4]([F:19])[CH:3]=1.[C:20](Cl)(=[O:22])[CH3:21].ClCCl.[Cl-].[Al+3].[Cl-].[Cl-]>Cl>[Br:1][C:2]1[C:10]2[O:9][C:8]([C:20](=[O:22])[CH3:21])=[C:7]([CH2:11][C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=3)[C:6]=2[CH:5]=[C:4]([F:19])[CH:3]=1

참가 물질

6

반응물 4

HCID 6344DichloromethaneHCID 6367Acetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 593449097-Bromo-5-fluoro-3-(3-fluoro-benzyl)-benzofuran

생성물 1

HCID 593449231-[7-Bromo-5-fluoro-3-(3-fluoro-benzyl)-benzofuran-2-yl]-ethanone수율 82.2%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

7-Bromo-5-fluoro-3-(3-fluoro-benzyl)-benzofuran (1.29 gm, 4 mmol), acetyl chloride (0.57 ml, 8 mmol) and dichloromethane (16 ml) were added to an oven dried flask and chilled in ice bath. Aluminum chloride (1.067 gm, 8 mmol) was added and after 5 minutes the reddish brown mixture was allowed to warm to room temperature and stir overnight. The mixture was diluted with hydrochloric acid (0.1M) and extracted three times with dichloromethane. The extracts were dried over magnesium sulfate and purified by column chromatography (ethyl acetate/hexane gradient) to give 1-[7-Bromo-5-fluoro-3-(3-fluoro-benzyl)-benzofuran-2-yl]-ethanone (1.2 gm, 82% yield).

후처리

  1. customdried flask
  2. temperaturechilled in ice bath
  3. extractionextracted three times with dichloromethane
  4. dry with materialThe extracts were dried over magnesium sulfate
  5. custompurified by column chromatography (ethyl acetate/hexane gradient)

출처 및 근거

ORD 기록
ord-9906a3984f9942d18f576e2eb827c245
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741326B2

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