Pyridine → N-(2-bromo-5-trifluoromethylphenyl)carbamic acid ethyl ester

HRID 1666807Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1666807
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[NH2:12].N1C=CC=CC=1.Cl[C:20]([O:22][CH2:23][CH3:24])=[O:21]>CCOCC.O>[CH2:23]([O:22][C:20](=[O:21])[NH:12][C:3]1[CH:4]=[C:5]([C:8]([F:10])([F:11])[F:9])[CH:6]=[CH:7][C:2]=1[Br:1])[CH3:24]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 10928Ethyl chloroformateHCID 679892-Bromo-5-(trifluoromethyl)benzenamine

Produkt 1

HCID 11738467N-(2-bromo-5-trifluoromethylphenyl)carbamic acid ethyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21584184Diethylether waterLösungsmittel

Versuchsvorschrift

Combine 2-bromo-5-trifluoromethylphenylamine (27.06 g, 112.74 mmol) and 200 mL of pyridine. Cool in an ice bath and add ethyl chloroformate (18.35 g, 169.11 mL, 1.5 eq). After addition was complete, allow the reaction to gradually warming to room temperature. After 18 hours, evaporate it vacuo to give a residue. Dissolve the residue in Et2O/water and transfer to a separatory funnel. Separate the layer and extract the aqueous layer with Et2O (2×300 mL), combine the organic layers, dry over MgSO4, filter, and evaporate in vacuo to give N-(2-bromo-5-trifluoromethylphenyl)carbamic acid ethyl ester which may be used without further purification.

Aufarbeitung

  1. temperatureCool in an ice bath
  2. additionAfter addition
  3. customthe reaction
  4. customevaporate it vacuo
  5. customto give a residue
  6. customSeparate the layer
  7. extractionextract the aqueous layer with Et2O (2×300 mL)
  8. dry with materialdry over MgSO4
  9. filtrationfilter
  10. customevaporate in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d7deee1bee8348fe9bc6dc7f630edafa
Quelldatensatz
uspto-grants-2011_10
Patentnummer
US08044090B2

Notizen zur Reaktion

Wird geladen…