Benzene, 1-(chloromethyl)-2-fluoro- → 4-(2-fluorophenyl)butan-2-one

HRID 971437Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 971437
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4]Cl.[C:10]([CH2:13]C(=O)C)(=[O:12])[CH3:11].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH2:4][CH2:11][C:10](=[O:12])[CH3:13]

Komponenten

5

Edukt 3

HCID 9580Benzene, 1-(chloromethyl)-2-fluoro-HCID 11430Potassium CarbonateHCID 31261Acetylacetone

Produkt 1

HCID 128147004-(2-fluorophenyl)butan-2-oneAusbeute 65,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A stirred mixture of 2-fluorobenzyl chloride (22.47 g), acetylacetone (17.10 g), anhydrous potassium carbonate (21.5 g) and ethanol (155 ml) was heated at reflux for 18 hr. The solvent was evaporated and the residue was partitioned between water (200 ml) and ether (150 ml). The aqueous layer was washed with ether (3×150 ml). The extracts were combined, washed with brine (200 ml), dried (MgSO4) and evaporated. Distillation of the residue under reduced pressure gave the product (17 g) b.p. 58°-66°/0.5-0.6 mm.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux for 18 hr
  3. customThe solvent was evaporated
  4. customthe residue was partitioned between water (200 ml) and ether (150 ml)
  5. washThe aqueous layer was washed with ether (3×150 ml)
  6. washwashed with brine (200 ml)
  7. dry with materialdried (MgSO4)
  8. customevaporated
  9. distillationDistillation of the residue under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8562daf21d714fed9030f5276501b741
Quelldatensatz
uspto-grants-1979_07
Patentnummer
US04160036

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