Hydrochloric Acid → 5-Bromo-4-chloro-2-fluorotoluene

HRID 369240노트

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HRID 369240 반응식
N(OCCCC)=O.[Br:8][C:9]1[CH:15]=[C:14]([CH3:16])[C:13]([F:17])=[CH:12][C:10]=1N.[ClH:18]>C(#N)C>[Br:8][C:9]1[C:10]([Cl:18])=[CH:12][C:13]([F:17])=[C:14]([CH3:16])[CH:15]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 10996Butyl nitriteHCID 27733792-Bromo-5-fluoro-4-methylaniline

생성물 1

HCID 27732735-Bromo-4-chloro-2-fluorotoluene

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

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온도
60 °C

실험 절차

Cupric chloride (6 g) and butyl nitrite (4.8 g) were added to acetonitrile (16 ml), and the mixture was stirred at 60° C. for 10 minutes. A solution of 2-bromo-5-fluoro-4-methylaniline (7.6 g) in acetonitrile (30 ml) was added dropwise to the mixture at the same temperature, and the resultant mixture was then stirred at the same temperature for 30 minutes. After the reaction mixture was allowed to cool, 2N hydrochloric acid was added to acidify the reaction mixture, and it was extracted with diethyl ether. After an organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off. The residue was subjected to column chromatography on silica gel to conduct elution with n-hexane, thereby obtaining the title compound (5.6 g) as a pale yellow oil.

후처리

  1. temperatureto cool
  2. extractionwas extracted with diethyl ether
  3. dry with materialAfter an organic layer was dried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off
  5. washelution with n-hexane

출처 및 근거

ORD 기록
ord-d21dca6fcecf40589c50774b204a76af
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06136823

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