Hydrochloric Acid → 1-(4-Acetyl-2-fluorophenyl)ethan-1-one

HRID 48382

反応式

HRID 48382 の反応式
Br[C:2]1[CH:7]=[CH:6][C:5](Br)=[CH:4][C:3]=1[F:9].C([O:12][C:13]([Sn])=[CH2:14])C.Cl.C1C[O:20][CH2:19][CH2:18]1>>[C:19]([C:5]1[CH:6]=[CH:7][C:2]([C:13](=[O:12])[CH3:14])=[C:3]([F:9])[CH:4]=1)(=[O:20])[CH3:18]

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 1370041,4-Dibromo-2-fluorobenzeneHCID 57440505HCID 57440505、化合物

生成物 1

HCID 227432121-(4-Acetyl-2-fluorophenyl)ethan-1-one収率 100%

実験手順

Into a 100 mL single neck flask were placed 1,4-dibromo-2-fluorobenzene (2.35 g, 9.2 mmol), dichlorobis(triphenylphosphine) palladium (II) (0.645 g, 0.92 mmol), tributyt (1-ethoxyvinyl)tin (10 g, 27.7 mmol), in THF (50 mL), and the mixture was heated at reflux while stirring for 18 hours. The reaction was cooled to room temperature and poured into 5N HCl (20 mL). The product was extracted with EtOAc and the organic layer was separated and washed twice with water, dried over anhydrous Na2SO4, filtered, and concentrated under reduced vacuum. The resulting semi-solid was purified via flash chromatography (Silica gel, isocratic) and eluting with a solvent of Hexanes/EtOAc 90:10 to provide the intermediate title compound, 1-(4-acetyl-2-fluorophenyl)ethan-1-one, (1.65 g, 100%) as a solid. Electron spray M.S. 180.9 (M*)

後処理

  1. customInto a 100 mL single neck flask were placed
  2. temperatureat reflux
  3. extractionThe product was extracted with EtOAc
  4. customthe organic layer was separated
  5. washwashed twice with water
  6. dry with materialdried over anhydrous Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced vacuum
  9. customThe resulting semi-solid was purified via flash chromatography (Silica gel, isocratic)
  10. washeluting with a solvent of Hexanes/EtOAc 90:10

出典と根拠

ORDレコード
ord-4641edbb623f42159330a1ff7bd59c50
出典データセット
uspto-grants-2004_03
特許番号
US06703425B2

関連ノート

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