Methyl iodide → Benzilic acid

HRID 23377

Reaktionsgleichung

Reaktionsgleichung von HRID 23377
F[C:2]1[CH:19]=[CH:18][C:5]([C:6]([C:11]2[CH:16]=[CH:15][C:14](F)=[CH:13][CH:12]=2)([OH:10])[C:7]([OH:9])=[O:8])=[CH:4][CH:3]=1.[O-]CC.[Na+].[Na].CI>C(O)C>[C:7]([OH:9])(=[O:8])[C:6]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)([C:5]1[CH:18]=[CH:19][CH:2]=[CH:3][CH:4]=1)[OH:10]

Komponenten

6

Edukt 4

HCID 6328Methyl iodideHCID 2723922Sodium ethoxideHCID 5360545SodiumHCID 12068839Bis(4-fluorophenyl)(hydroxy)acetic acid

Produkt 1

HCID 6463Benzilic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

25.0 g (0.095 mol) of 4,4′-difluorobenzilic acid is added to freshly prepared sodium ethoxide solution containing 2.17 g (0.095 mol) of sodium and 200 ml of ethanol at 20° C. and stirred for 3 hours. The solution is evaporated to dryness, the residue is dissolved in DMF, 22.57 g (0.16 mol) of methyl iodide is added dropwise at 20° C., and the mixture is stirred for 24 hours. It is worked up and purified analogously to compound 12b. Yield: 21.06 g (80% of theory).

Aufarbeitung

  1. customThe solution is evaporated to dryness
  2. dissolutionthe residue is dissolved in DMF
  3. stirringthe mixture is stirred for 24 hours
  4. custompurified analogously to compound 12b

Quellen und Nachweise

ORD-Eintrag
ord-aef3a9165c004a55b2384744041b864a
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06852728B2

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