Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → 3-(2-Propyl-4-trifluoromethyl-phenyl)-acrylic acid methyl ester

HRID 1042469Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1042469
[CH2:1]([C:4]1[CH:11]=[C:10]([C:12]([F:15])([F:14])[F:13])[CH:9]=[CH:8][C:5]=1[CH:6]=O)[CH2:2][CH3:3].C1(P(=[CH:35][C:36]([O:38][CH3:39])=[O:37])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>C1(C)C=CC=CC=1.CCOC(C)=O>[CH3:39][O:38][C:36](=[O:37])[CH:35]=[CH:6][C:5]1[CH:8]=[CH:9][C:10]([C:12]([F:15])([F:14])[F:13])=[CH:11][C:4]=1[CH2:1][CH2:2][CH3:3]

Komponenten

5

Edukt 2

HCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 866499632-Propyl-4-trifluoromethyl-benzaldehyde

Produkt 1

HCID 668554943-(2-Propyl-4-trifluoromethyl-phenyl)-acrylic acid methyl esterAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of the aldehyde obtained above in toluene was added methyl (triphenylphosphoranylidene)acetate (285 mg, 0.85 mmol), and the resulting mixture was heated at 80° C. for 3 hrs. The reaction mixture was diluted with EtOAc, and washed with water and brine. The organic layer was dried over anhydrous MgSO4 and concentrated under reduced pressure. The resulting residue was purified by column chromatography (Hex/EtOAc=4/1) to give the title compound (220 mg, 96%).

Aufarbeitung

  1. washwashed with water and brine
  2. dry with materialThe organic layer was dried over anhydrous MgSO4
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was purified by column chromatography (Hex/EtOAc=4/1)

Quellen und Nachweise

ORD-Eintrag
ord-ab74fa64694644068e6188e1e86daa14
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08557872B2

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