Potassium Hydroxide → 2'-Methoxy-[1,1';3',1"]terphenyl-5'-carboxylic acid
Reaktionsgleichung
C[O:2][C:3]([C:5]1[CH:6]=[C:7]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:8]([O:17][CH3:18])=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:10]=1)=[O:4].[OH-].[K+]>C1COCC1.CCOCC>[CH3:18][O:17][C:8]1[C:9]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:10][C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
At ambient temperature, to a stirred solution of 2′-methoxy-[1,1′;3′,1″]terphenyl-5′-carboxylic acid methyl ester (1.148 g, 3.606 mmol) in THF (36.06 mL) was added 1N KOH (36.06 mL) and the reaction was stirred for 16 h. The reaction was heated at 100° C. for an additional 24 h. The reaction was cooled to ambient temperature, diluted with ether (100 mL) and extracted with 0.1N NaOH. The aqueous extracts were washed with ether (3×), acidified with 6N HCl and extracted with EtOAc. The organic extracts were dried (MgSO4) and concentrated to give 1.043 g (95%) of the title compound. 1H NMR (DMSO-d6) δ3.15 (s, 3H), 7.40-7.52 (m, 6H), 7.58-7.60 (m, 4H), 7.88 (s, 2H), 13.04 (s, 1H).
Aufarbeitung
- temperatureThe reaction was cooled to ambient temperature
- extractionextracted with 0.1N NaOH
- washThe aqueous extracts were washed with ether (3×)
- extractionextracted with EtOAc
- dry with materialThe organic extracts were dried (MgSO4)
- concentrationconcentrated
Quellen und Nachweise
- ORD-Eintrag
- ord-ea5e23d9c19e4fa1b583d6435ddfa4f2
- Quelldatensatz
- uspto-grants-2001_06
- Patentnummer
- US06248764B1
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