Triethyl phosphite → Diethyl (2,3,3-trifluro-2propenyl)phosphonate

HRID 949

Reaktionsgleichung

Reaktionsgleichung von HRID 949
[F:1][C:2](=[C:5]([F:7])[F:6])[CH2:3]Br.[P:8]([O:15][CH2:16][CH3:17])([O:12][CH2:13][CH3:14])[O:9][CH2:10][CH3:11]>>[F:6][C:5]([P:8](=[O:15])([O:12][CH2:13][CH3:14])[O:9][CH2:10][CH3:11])([F:7])[C:2]([F:1])=[CH2:3].[F:1][C:2](=[C:5]([F:7])[F:6])[CH2:3][P:8](=[O:9])([O:12][CH2:13][CH3:14])[O:15][CH2:16][CH3:17]

Komponenten

4

Edukt 2

HCID 31215Triethyl phosphiteHCID 106310791-Propene, 3-bromo-1,1,2-trifluoro-

Produkt 2

HCID 53986716Diethyl (1,1,2-trifluoro-2-propenyl)phosphonateAusbeute 11 %HCID 54339468Diethyl (2,3,3-trifluro-2propenyl)phosphonateAusbeute 14 %

Versuchsvorschrift

A solution of 2,3,3-trifluoro-2-propenyl bromide (5.25 g, 30 mmol) and triethyl phosphite (4.15 g, 25 mmol) in acetonltrile (15 mL) was heated at reflux for overnight. The residue obtained after evaporation of the solvent was chromatographed over silica gel (hexanes/ethyl acetate/ethanol, 80/20/1) to give diethyl (1,1,2-trifluro-2-propenyl)phosphonate (0.8 g, 11%) and diethyl (2,3,3-trifluro-2-propenyl)phosphonate (1.0 g, 14%).

Aufarbeitung

  1. temperatureat reflux for overnight
  2. customThe residue obtained
  3. customafter evaporation of the solvent
  4. customwas chromatographed over silica gel (hexanes/ethyl acetate/ethanol, 80/20/1)

Quellen und Nachweise

ORD-Eintrag
ord-69bdc7c6a2fb4d4987a431b8e37f7f33
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723470

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