Methanol → 3-(3-[2-Oxo-2-(5-phenyl-furan-2-yl)-ethyl]-phenyl)-acrylic acid

HRID 659108Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 659108
C[O:2][C:3](=[O:26])[CH:4]=[CH:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([CH2:12][C:13](=[O:25])[C:14]2[O:15][C:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[CH:17][CH:18]=2)[CH:7]=1.CO.[OH-].[Na+]>C1COCC1>[O:25]=[C:13]([C:14]1[O:15][C:16]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:17][CH:18]=1)[CH2:12][C:8]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]([OH:26])=[O:2])[CH:11]=[CH:10][CH:9]=1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 684146713-{3-[2-Oxo-2-(5-phenyl-furan-2-yl)-ethyl]-phenyl}-acrylic acid methyl ester

Produkt 1

HCID 684146653-(3-[2-Oxo-2-(5-phenyl-furan-2-yl)-ethyl]-phenyl)-acrylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The ester (26) (222 mg, 0.64 mmol) was hydrolysed using Method C, except that MeOH (1 mL), THF (1 mL) and 1 M NaOH (1 mL) were used, and the reaction was stirred for 1.5 hours. After work-up, the crude product was triturated with DCM/heptane (×3) to provide the title compound. Yield: 134 mg; LC tr 1.39 min; HPLC Purity: 92%

Aufarbeitung

  1. customAfter work-up, the crude product was triturated with DCM/heptane (×3)

Quellen und Nachweise

ORD-Eintrag
ord-4735d2e03eb14a6da61e9c1a565f2ac2
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08080567B2

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