Ethyl trifluoroacetate → HCID 178517786, Verbindung

HRID 351400Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 351400
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[F:12][C:13]([F:20])([F:19])[C:14](OCC)=O.[O-]CC.[Na+].CC(O)=O.O>C(O)C>[Cl:11][C:8]1[CH:7]=[C:3]2[C:2](=[CH:10][CH:9]=1)[N:1]=[C:14]([C:13]([F:20])([F:19])[F:12])[N:6]=[C:4]2[OH:5]

Komponenten

6

Edukt 4

HCID 9794Ethyl trifluoroacetateHCID 788762-Amino-5-chlorobenzamideHCID 2723922Sodium ethoxideHCID 21899381Acetic acid--water (1/1)

Produkt 1

HCID 178517786HCID 178517786, VerbindungAusbeute 92,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel2×

Versuchsvorschrift

2-Amino-5-chlorobenzamide (Avocado)(1.00 g, 5.86 mmol, 1.0 eq.) and ethyl trifluoroacetate (4.19 mL, 35.2 mmol, 6.0 eq.) were dissolved in 50 mL of ethanol at rt under nitrogen and followed by the addition of 3.09 M sodium ethoxide in ethanol (11.38 mL, 35.2 mmol, 6.0 eq.) The mixture was refluxed 20 hours. Cooled to rt. Added 10 mL of 10% HOAc/H2O. Solids formed which were filtered, rinsed with 5 mL H2O, then dissolved in 20 mL of EtOAc/THF. Dried and stripped in vacuo to give 1.35 g of amber solids. LCMS detects (M+H)+=249.

Aufarbeitung

  1. temperaturewas refluxed 20 hours
  2. customSolids formed which
  3. filtrationwere filtered
  4. washrinsed with 5 mL H2O
  5. dissolutiondissolved in 20 mL of EtOAc/THF
  6. customDried

Quellen und Nachweise

ORD-Eintrag
ord-aca0adabeade49c2af4bc0682854cb96
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07183270B2

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