Potassium Carbonate → 5-(3-((3-(hydroxymethyl)oxetan-3-yl)methoxy)-2,4-dimethoxyphenyl)isobenzofuran-1(3H)-one
Reaktionsgleichung
[OH:1][C:2]1[C:3]([O:20][CH3:21])=[C:4]([C:10]2[CH:11]=[C:12]3[C:16](=[CH:17][CH:18]=2)[C:15](=[O:19])[O:14][CH2:13]3)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].C(=O)([O-])[O-].[K+].[K+].Br[CH2:29][C:30]1([CH2:34][OH:35])[CH2:33][O:32][CH2:31]1>C(#N)C>[OH:35][CH2:34][C:30]1([CH2:29][O:1][C:2]2[C:3]([O:20][CH3:21])=[C:4]([C:10]3[CH:11]=[C:12]4[C:16](=[CH:17][CH:18]=3)[C:15](=[O:19])[O:14][CH2:13]4)[CH:5]=[CH:6][C:7]=2[O:8][CH3:9])[CH2:33][O:32][CH2:31]1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
To a stirring solution of 5-(3-Hydroxy-2,4-dimethoxy-phenyl)-3H-isobenzofuran-1-one (80 mg, 0.279 mmol) in acetonitrile (10 mL) was added potassium carbonate (115 mg, 0.837 mmol) and (3-(bromomethyl)oxetan-3-yl)methanol (151 mg, 0.837 mmol) and the resultant reaction mixture was heated to 80° C. for 4 h. The reaction mixture was filtered through celite and the filtrate was concentrated under reduced pressure. The obtained residue was purified by column chromatography (silica gel, 0-50% ethyl acetate in pet ether) to afford the title compound as a solid (25 mg, 23.2%).
Aufarbeitung
- customthe resultant reaction mixture
- filtrationThe reaction mixture was filtered through celite
- concentrationthe filtrate was concentrated under reduced pressure
- customThe obtained residue was purified by column chromatography (silica gel, 0-50% ethyl acetate in pet ether)
Quellen und Nachweise
- ORD-Eintrag
- ord-81735b90d09744419f3e25f1998490cc
- Quelldatensatz
- uspto-grants-2015_06
- Patentnummer
- US09051290B2
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