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

HRID 1033975

反応式

HRID 1033975 の反応式
[F:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11](C#CC3C=CC=CC=3)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.FC1C=CC=CC=1.[Br:31]C1C=CC(CCl)=CC=1.[Cl-].[Al+3].[Cl-].[Cl-].Cl>>[Br:31][C:11]1[CH:12]=[CH:13][C:8]([C:6]([C:5]2[CH:22]=[CH:23][C:2]([F:1])=[CH:3][CH:4]=2)=[O:7])=[CH:9][CH:10]=1

参加物

6

反応物 5

HCID 313Hydrochloric AcidHCID 10008FluorobenzeneHCID 68528p-Bromobenzyl chlorideHCID 40956574-Fluoro-4'-(phenylethynyl)benzophenoneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 74951(4-Bromophenyl)(4-fluorophenyl)methanone収率 86%

実験手順

Synthesis of 4-fluoro-4'-phenylethynylbenzophenone In a 250 mL flask equipped with a nitrogen inlet, overhead stirring assembly, and reflux condenser was placed fluorobenzene (117 g, 1.2 mol), and 4-bromobenzyl chloride (39.8 g, 0.181 mol). The mixture was cooled to 0° C. an anhydrous aluminum chloride (27 g, 0.20 mol) was added. The mixture was stirred at 23° C. for 16 hours. The resulting slurry was poured into 2 L of acidic (HCl) water. The organics were extracted with methylene chloride, and dried over magnesium sulfate. The slurry was filtered and the methylene chloride was removed under reduced pressure. Recrystallization from ethanol afforded 43.3 g (86%) of 4-bromo-4'-fluorobenzophenone as white crystals: mp 106°-107° C. (Lit 107°-108° C.).

後処理

  1. customequipped with a nitrogen inlet
  2. temperaturereflux condenser
  3. additionwas added
  4. stirringThe mixture was stirred at 23° C. for 16 hours
  5. extractionThe organics were extracted with methylene chloride
  6. dry with materialdried over magnesium sulfate
  7. filtrationThe slurry was filtered
  8. customthe methylene chloride was removed under reduced pressure
  9. customRecrystallization from ethanol

出典と根拠

ORDレコード
ord-d03901bcb5e142568d70254e005582fc
出典データセット
uspto-grants-1994_05
特許番号
US05312994

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