Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → ethyl(2E)-3-(2-fluoro-4-methoxyphenyl)acrylate

HRID 62917

Reaktionsgleichung

Reaktionsgleichung von HRID 62917
[F:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[C:12]([CH:17]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:14][CH2:15][CH3:16])=[O:13]>C1COCC1>[CH2:15]([O:14][C:12](=[O:13])/[CH:17]=[CH:4]/[C:3]1[CH:6]=[CH:7][C:8]([O:10][CH3:11])=[CH:9][C:2]=1[F:1])[CH3:16]

Komponenten

4

Edukt 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 27348732-Fluoro-4-methoxybenzaldehyde

Produkt 1

HCID 59838333ethyl(2E)-3-(2-fluoro-4-methoxyphenyl)acrylateAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

2-Fluoro-4-methoxy-benzaldehyde (1.24 g, 3.56 mmol) and carbethoxy methylene triphenylphosphorane (2.0 g, 5.78 mmol) were dissolved in THF (10 mL), and the mixture was stirred at 65˜75° C. for 1 hour. After the termination of the reaction, the reactant was cooled, concentrated under reduced pressure, and purified by column chromatography (eluent, EtOAc/Hex=1/10) to obtain the title compound (0.6 g, 83%).

Aufarbeitung

  1. customAfter the termination of the reaction
  2. temperaturethe reactant was cooled
  3. concentrationconcentrated under reduced pressure
  4. custompurified by column chromatography (eluent, EtOAc/Hex=1/10)

Quellen und Nachweise

ORD-Eintrag
ord-e57f421cbc384f80987ce0893f91647d
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447044B2

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