Water → Ethyl 2-formylbiphenyl-4-carboxylate

HRID 2264315Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2264315
Br[CH2:2][C:3]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][C:4]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C[N+]1([O-])CC[O:24]CC1.O>C(#N)C>[CH:2]([C:3]1[CH:8]=[C:7]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:6]=[CH:5][C:4]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:24]

Komponenten

5

Edukt 3

HCID 962WaterHCID 82029Methyl morpholine oxideHCID 23112214Ethyl 2-(bromomethyl)biphenyl-4-carboxylate

Produkt 1

HCID 23112255Ethyl 2-formylbiphenyl-4-carboxylateAusbeute 66,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

In 100 ml of acetonitrile was dissolved 9.3 g of ethyl 2-(bromomethyl)biphenyl-4-carboxylate, and 7.0 g of N-methylmorpholine-N-oxide was added thereto at room temperature, followed by 4 hours of stirring. Water was added to the reaction solution, which was then extracted with ethyl acetate. The resulting organic layer was dried over anhydrous magnesium sulfate. After the solvent was removed by evaporation, the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate) to obtain 4.94 g of ethyl 2-formylbiphenyl-4-carboxylate as a white solid.

Aufarbeitung

  1. additionwas added
  2. extractionwas then extracted with ethyl acetate
  3. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
  4. customAfter the solvent was removed by evaporation
  5. customthe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate)

Quellen und Nachweise

ORD-Eintrag
ord-39d4fcae014745ec80f8fc90aaa7d548
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07855198B2

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