Boron tribromide → HCID 18624168, Verbindung
Reaktionsgleichung
[Br:1][C:2]1[CH:7]=[C:6]([O:8]C)[CH:5]=[CH:4][C:3]=1[CH2:10][C:11]([CH3:19])([CH3:18])[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[CH2:10][C:11]([CH3:18])([CH3:19])[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
Ethyl 4-(2-bromo-4-methoxyphenyl)-3,3-dimethylbutanoate (4.5 g, 13.7 mmoles) was dissolved in methylene chloride (60 mL) and was cooled to 0° C. and 1M boron tribromide in methylene chloride (27.0 mL) was added. The mixture was stirred at 0° C. for one hour under nitrogen atmosphere. The reaction mixture was quenched with ethanol (60.0 mL) and was warmed to room temperature and was stirred at room temperature for 1 hour. The solvents were removed under reduced pressure and residue was dissolved in ethyl acetate and was washed with a saturated solution of sodium bicarbonate and water, dried (Na2SO4) and concentrated to yield 4.0 g (93%) of desired product. NMR spectrum of the product was consistent for the proposed structure.
Aufarbeitung
- customThe reaction mixture was quenched with ethanol (60.0 mL)
- temperaturewas warmed to room temperature
- stirringwas stirred at room temperature for 1 hour
- customThe solvents were removed under reduced pressure and residue
- dissolutionwas dissolved in ethyl acetate
- washwas washed with a saturated solution of sodium bicarbonate and water
- dry with materialdried (Na2SO4)
- concentrationconcentrated
Quellen und Nachweise
- ORD-Eintrag
- ord-8e94f4b6452247f398589c799bf78d4d
- Quelldatensatz
- uspto-grants-2003_03
- Patentnummer
- US06531494B1
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