Sodium Bicarbonate → (2RS)-2-(3,4-dichlorophenyl)-2-[(4-methoxyphenoxy)methyl]oxirane
Reaktionsgleichung
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[CH2:9])=[CH:4][C:3]=1[Cl:20].C(=O)([O-])[OH:22].[Na+]>C1(C)C=CC=CC=1>[Cl:20][C:3]1[CH:4]=[C:5]([C:8]2([CH2:10][O:11][C:12]3[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=3)[CH2:9][O:22]2)[CH:6]=[CH:7][C:2]=1[Cl:1]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
To a solution of 1,2-dichloro-4-{1-[(4-methoxyphenoxy)methyl]ethenyl}benzene (15.1 g) in toluene (161 ml) was added methachloroperbenzoic acid (21.6 g), and the mixture was stirred at 60° C. for 14 hr. The reaction mixture was cooled to 0° C., and diluted with saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with ethyl acetate. The obtained extract was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (5.08 g).
Aufarbeitung
- temperatureThe reaction mixture was cooled to 0° C.
- extractionthe mixture was extracted with ethyl acetate
- extractionThe obtained extract
- washwas washed with brine
- dry with materialdried over anhydrous magnesium sulfate
- customThe solvent was evaporated under reduced pressure
- customThe obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane)
Quellen und Nachweise
- ORD-Eintrag
- ord-5779d3e3b7d147c9b0e6acec2a37d973
- Quelldatensatz
- uspto-grants-2014_05
- Patentnummer
- US08722662B2
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