Ethanol → Ethyl 3-(2-fluorophenyl)prop-2-enoate

HRID 362827

Reaktionsgleichung

Reaktionsgleichung von HRID 362827
[F:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([OH:8])=[O:7].S(Cl)(Cl)=O.[CH2:17](O)[CH3:18]>>[F:1][C:2]1[CH:12]=[CH:11][CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([O:8][CH2:17][CH3:18])=[O:7]

Komponenten

4

Edukt 3

HCID 702EthanolHCID 24386Thionyl ChlorideHCID 679773-(2-Fluorophenyl)prop-2-enoic acid

Produkt 1

HCID 590919Ethyl 3-(2-fluorophenyl)prop-2-enoateAusbeute 96 %

Versuchsvorschrift

A solution of 2-fluorocinnamic acid (48.4 g, 0.29 mol, Aldrich) and thionyl chloride (5 mL) in ethanol (650 mL) was heated to reflux for 48 h. The mixture was concentrated in vacuo. The residue was taken up in ethyl acetate, washed successively with a 5% aqueous sodium bicarbonate solution, water and brine, and dried (Na2SO4). Filtration and concentration gave 54.25 g (96%) of crude ethyl 2-fluorocinnamate. This material was used without further purification.

Aufarbeitung

  1. temperatureto reflux for 48 h
  2. concentrationThe mixture was concentrated in vacuo
  3. washwashed successively with a 5% aqueous sodium bicarbonate solution, water and brine
  4. dry with materialdried (Na2SO4)
  5. filtrationFiltration and concentration

Quellen und Nachweise

ORD-Eintrag
ord-779241cd286b412d9ca627535625ecf0
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05872118

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