Hydrochloric Acid → 1-(4-Bromo-2,5-difluorophenyl)ethan-1-one

HRID 272267

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HRID 272267 반응식
[Cl-].[Al+3].[Cl-].[Cl-].[Br:5][C:6]1[CH:11]=[C:10]([F:12])[CH:9]=[CH:8][C:7]=1[F:13].[C:14](Cl)(=[O:16])[CH3:15].Cl>>[CH3:15][C:14]([C:9]1[C:10]([F:12])=[CH:11][C:6]([Br:5])=[C:7]([F:13])[CH:8]=1)=[O:16]

참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 678622-Bromo-1,4-difluorobenzeneHCID 6451240Aluminum(III) Chloride

생성물 1

HCID 99916531-(4-Bromo-2,5-difluorophenyl)ethan-1-one수율 31%

반응 조건

온도
60 °C

실험 절차

Anhydrous aluminum chloride was mixed (5 grams, 37.5 millimoles, 2.4 equivalents) with 1-bromo-2,5 difluorobenzene in a dry, round-bottom flask blanketed with nitrogen and fitted with a condenser. The mixture was heated to 60° C. and acetyl chloride (1.7 milliliters, 23.3 millimole, 1.5. equivalents) was added by syringe. The wet yellow solid changed then into a scarlet solution and was heated at 90° C. for 1 hour. The reaction mixture was poured onto 38 grams of ice, HCl was added (3 milliliters, 37% concentration) and the mixture was extracted with ether. The crude material was dried over magnesium sulfate and evaporated down. The crude material was purified by column chromatography or distilled. The product (1.2 grams, 31%) was obtained as a yellow oil.

후처리

  1. customfitted with a condenser
  2. temperatureinto a scarlet solution and was heated at 90° C. for 1 hour
  3. additionwas added
  4. concentration(3 milliliters, 37% concentration)
  5. extractionthe mixture was extracted with ether
  6. dry with materialThe crude material was dried over magnesium sulfate
  7. customevaporated down
  8. customThe crude material was purified by column chromatography
  9. distillationdistilled

출처 및 근거

ORD 기록
ord-691c1f6113b0420b857c2890349e606a
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07456156B2

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