3-Fluoro-p-anisaldehyde → Ethyl 3-(3-fluoro-4-methoxyphenyl)-2-methylprop-2-enoate

HRID 62878

Reaktionsgleichung

Reaktionsgleichung von HRID 62878
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[O:10][CH3:11])[CH:5]=O.[C:12]([CH2:17][CH:18]=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])/[C:17](/[CH3:18])=[CH:5]/[C:4]1[CH:7]=[CH:8][C:9]([O:10][CH3:11])=[C:2]([F:1])[CH:3]=1)[CH3:16]

Komponenten

4

Edukt 2

HCID 676963-Fluoro-p-anisaldehydeHCID 12607919Ethyl 3-(triphenyl-lambda~5~-phosphanylidene)propanoate

Produkt 1

HCID 75431686Ethyl 3-(3-fluoro-4-methoxyphenyl)-2-methylprop-2-enoateAusbeute 99,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

After 3-fluoro-4-methoxy-benzaldehyde (0.50 g, 3.24 mmol) was dissolved in anhydrous THF (10 mL), carbethoxyethylidene triphenylphosphorane (1.75 g, 4.86 mmol) was added thereto at 0° C., and the mixture was stirred at room temperature for 3 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure and purified by column chromatography (eluent, EtOAc/Hex=1/2) to obtain the title compound (0.768 g, 99%).

Aufarbeitung

  1. customAfter the termination of the reaction
  2. concentrationthe reactant was concentrated under reduced pressure
  3. custompurified by column chromatography (eluent, EtOAc/Hex=1/2)

Quellen und Nachweise

ORD-Eintrag
ord-1d031625aaf242f59d8c7d4c9fd7f4b5
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447044B2

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