Potassium Hydroxide → 3-{4-[3-(3,4-Difluoro-phenyl)-3-oxo-propenyl]-phenyl}-acrylic acid tert-butyl ester

HRID 556281Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 556281
[C:1]([O:5][C:6](=[O:17])[CH:7]=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]=O)=[CH:11][CH:10]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[K+].[CH3:20][C:21]([C:23]1[CH:28]=[CH:27][C:26]([F:29])=[C:25]([F:30])[CH:24]=1)=[O:22]>C(O)C.O.O>[C:1]([O:5][C:6](=[O:17])[CH:7]=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]=[CH:20][C:21]([C:23]2[CH:28]=[CH:27][C:26]([F:29])=[C:25]([F:30])[CH:24]=2)=[O:22])=[CH:11][CH:10]=1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

6

Edukt 3

HCID 14797Potassium HydroxideHCID 1230521-(3,4-Difluorophenyl)ethan-1-oneHCID 541476044-Formylcinnamic acid tert-butyl ester

Produkt 1

HCID 669921713-{4-[3-(3,4-Difluoro-phenyl)-3-oxo-propenyl]-phenyl}-acrylic acid tert-butyl esterAusbeute 88,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 19096565Water ethanolLösungsmittel

Versuchsvorschrift

3-(4-formyl-phenyl)-acrylic acid tert-butyl ester (150 mg, 0.64 mmol) and KOH (72 mg, 1.28 mmol)) were dissolved in ethanol/water (1:1, 5 ml) and 3,4-difluoroacetophenone (83.2 μl, 0.64 mmol) was added to the resulting solution. The resulting mixture was stirred at room temperature overnight and then diluted with H2O. The precipitate was filtered and dried under vacuo to give 210 mg of 3-{4-[3-(3,4-difluoro-phenyl)-3-oxo-propenyl]-phenyl}-acrylic acid tert-butyl ester.

Aufarbeitung

  1. filtrationThe precipitate was filtered
  2. customdried under vacuo

Quellen und Nachweise

ORD-Eintrag
ord-ecf5a6c5d0f549968aedb114fe1e385a
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08058273B2

Notizen zur Reaktion

Wird geladen…