Hydrochloric Acid → HCID 82780306, Verbindung

HRID 2386781Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2386781
CC(C)([O-])C.[K+].[CH3:7][C:8]([C:10]1[CH:15]=[CH:14][C:13]([Br:16])=[CH:12][C:11]=1[Cl:17])=O.Cl.[C:19]([O-:22])(O)=O.[Na+]>C1COCC1>[Br:16][C:13]1[CH:14]=[CH:15][C:10]([CH:8]([CH3:7])[CH:19]=[O:22])=[C:11]([Cl:17])[CH:12]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 155609501-(4-Bromo-2-chlorophenyl)ethan-1-oneHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 82780306HCID 82780306, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Potassium tert-butoxide (7.53 g) was added to a solution 2-chloro-4-bromoacetophenone (CAS Reg. No. 252561-81-2, 10.45 g) and (methoxymethyl)-triphenylphosphosium chloride (21.48 g) in THF (100 ml) at room temperature. The mixture was stirred for 1 h at room temperature. 25% aqueous HCl (90 ml) was added. The resulting mixture was stirred 1 h at room temperature and poured then carefully to a saturated aqueous NaHCO3 solution. After neutralization, the mixture was extracted with EtOAc. The combined organic layers were dried over Na2SO4 and then concentrated to an oil. The residue was purified by flash chromatography (SiO2, EtOAc/heptane 1:4) to give the title compound (8.1 g) as a yellow oil. MS (m/e, ISP neg. ion)=247.2 [M−H+].

Aufarbeitung

  1. customat room temperature
  2. stirringThe resulting mixture was stirred 1 h at room temperature
  3. additionpoured
  4. extractionAfter neutralization, the mixture was extracted with EtOAc
  5. dry with materialThe combined organic layers were dried over Na2SO4
  6. concentrationconcentrated to an oil
  7. customThe residue was purified by flash chromatography (SiO2, EtOAc/heptane 1:4)

Quellen und Nachweise

ORD-Eintrag
ord-a4a14afcfcf247869a5502da8ecd7ea3
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08268820B2

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