Hydrochloric Acid → (4-Bromophenyl)(4-fluorophenyl)methanone

HRID 369557노트

반응식

HRID 369557 반응식
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:8][C:9]1[CH:17]=[CH:16][C:12]([C:13](Cl)=[O:14])=[CH:11][CH:10]=1.[Al+3].[Cl-].[Cl-].[Cl-].Cl>O>[Br:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([C:5]2[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=2)=[O:14])=[CH:11][CH:10]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 10008Fluorobenzene2회HCID 685154-Bromobenzoyl chloride2회HCID 6451240Aluminum(III) Chloride

생성물 1

HCID 74951(4-Bromophenyl)(4-fluorophenyl)methanone수율 86%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

4-bromo-4'-fluorobenzophenone was synthesized by the Friedel-Crafts acylation of fluorobenzene with 4-bromobenzoyl chloride. More specifically, fluorobenzene (117 grams, 1.2 mol) and 4-bromobenzoyl chloride (39.8 grams, 0.18 mol) was charged to a 250 milliliter flask equipped with a mechanical stirrer, N2 inlet, and reflux condenser. The mixture was then cooled to 0° C. and anhydrous AlCl3 (27 grams, 0.20 mol) was added. The mixture was stirred for 15 minutes at 23° C. for 16 hours. The resulting slurry was poured into 2 liters of water acidified with HCl. The organics were extracted with methylene chloride and subsequently dried over MgSO4. The slurry was filtered and the methylene chloride was removed under reduced pressure. Recrystallization from ethanol gave 43.4 grams (86 percent yield) of the desired crystalline product.

후처리

  1. customequipped with a mechanical stirrer, N2 inlet
  2. temperaturereflux condenser
  3. extractionThe organics were extracted with methylene chloride
  4. dry with materialsubsequently dried over MgSO4
  5. filtrationThe slurry was filtered
  6. customthe methylene chloride was removed under reduced pressure
  7. customRecrystallization from ethanol
  8. customgave 43.4 grams (86 percent yield) of the desired crystalline product

출처 및 근거

ORD 기록
ord-d677a949b91b48b8b188e07abe3b747b
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06139920

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