1-Bromo-2-methylpropane → 5-(4-Difluoromethoxy-2-isobutoxy-3-methoxy-phenyl)-3H-isobenzofuran-1-one
Reaktionsgleichung
[F:1][CH:2]([F:23])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[C:12]3[C:16](=[CH:17][CH:18]=2)[C:15](=[O:19])[O:14][CH2:13]3)=[C:6]([OH:20])[C:5]=1[O:21][CH3:22].C(=O)([O-])[O-].[K+].[K+].[CH2:30](Br)[CH:31]([CH3:33])[CH3:32]>C(#N)C>[F:23][CH:2]([F:1])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[C:12]3[C:16](=[CH:17][CH:18]=2)[C:15](=[O:19])[O:14][CH2:13]3)=[C:6]([O:20][CH2:30][CH:31]([CH3:33])[CH3:32])[C:5]=1[O:21][CH3:22]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
To a stirring solution of 5-(4-(difluoromethoxy)-2-hydroxy-3-methoxyphenyl)isobenzofuran-1(3H)-one (80 mg, 0.25 mmol) in acetonitrile (10 mL) was added potassium carbonate (103 mg, 0.75 mmol) and isobutyl bromide (102 mg, 0.75 mmol) and the resultant reaction mixture was heated to 80° C. for 16 h. The reaction mixture was cooled to RT, filtered through celite and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 0-20% ethyl acetate in pet ether) to afford title compound as a solid (30 mg, 32%).
Aufarbeitung
- customthe resultant reaction mixture
- temperatureThe reaction mixture was cooled to RT
- filtrationfiltered through celite
- concentrationthe filtrate was concentrated under reduced pressure
- customThe residue was purified by column chromatography (silica gel, 0-20% ethyl acetate in pet ether)
Quellen und Nachweise
- ORD-Eintrag
- ord-e0a2c74562244e24ac238a26e24d8fea
- Quelldatensatz
- uspto-grants-2015_06
- Patentnummer
- US09051290B2
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