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Sodium ethoxide → 5-Bromo-4-ethoxy-6-trifluoromethylpyrimidine

HRID 1172128
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1172128
[O-:1][CH2:2][CH3:3].[Na+].[Br:5][C:6]1[C:7](Cl)=[N:8][CH:9]=[N:10][C:11]=1[C:12]([F:15])([F:14])[F:13]>C(O)C>[Br:5][C:6]1[C:7]([O:1][CH2:2][CH3:3])=[N:8][CH:9]=[N:10][C:11]=1[C:12]([F:15])([F:14])[F:13]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 2723922Sodium ethoxideHCID 115362505-Bromo-4-chloro-6-(trifluoromethyl)pyrimidine

Produkt 1

HCID 178628775-Bromo-4-ethoxy-6-trifluoromethylpyrimidineAusbeute 82,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

0.94 g (13.77 mmoles) of sodium ethoxide was added, at room temperature, to a solution of 3.00 g (11.48 mmoles) of 5-bromo-4-chloro-6-trifluoromethylpyrimidine dissolved in 50 ml of ethanol. The mixture was stirred to give rise to a reaction. After confirmation of the completion of the reaction, the reaction mixture was subjected to vacuum distillation to remove the solvent contained therein. The residue was poured into water, followed by extraction with chloroform. The resulting organic layer was washed with water and an aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove the solvent contained therein. The residue was purified by silica gel column chromatography to obtain 2.44 g (yield: 82.9%) of 5-bromo-4-ethoxy-6-trifluoromethylpyrimidine.

Aufarbeitung

  1. customto give rise
  2. customto a reaction
  3. customAfter confirmation of the completion of the reaction
  4. distillationthe reaction mixture was subjected to vacuum distillation
  5. customto remove the solvent
  6. additionThe residue was poured into water
  7. extractionfollowed by extraction with chloroform
  8. washThe resulting organic layer was washed with water
  9. dry with materialan aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate
  10. distillationThe resulting solution was subjected to vacuum distillation
  11. customto remove the solvent
  12. customThe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-f3d6531967b447a2b4f512e6254f84c7
Quelldatensatz
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07833939B2

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