Ethyl 3-bromopropionate → Ethyl-3-(5-p-tolyl-2-tetrazolyl)propionate

HRID 584128Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 584128
[O-]CC.[Na+].[C:5]1([CH3:16])[CH:10]=[CH:9][C:8]([C:11]2[NH:15][N:14]=[N:13][N:12]=2)=[CH:7][CH:6]=1.Br[CH2:18][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21]>C(O)C>[CH2:23]([O:22][C:20](=[O:21])[CH2:19][CH2:18][N:13]1[N:14]=[N:15][C:11]([C:8]2[CH:7]=[CH:6][C:5]([CH3:16])=[CH:10][CH:9]=2)=[N:12]1)[CH3:24]

Komponenten

5

Edukt 3

HCID 68320Ethyl 3-bromopropionateHCID 2723922Sodium ethoxideHCID 178424083HCID 178424083, Verbindung

Produkt 1

HCID 22343049Ethyl-3-(5-p-tolyl-2-tetrazolyl)propionate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Sodium ethoxide (21%, 173 μL, 0.536 mmol) was dissolved in 650 μL absolute ethanol along with 5-p-tolyl tetrazole (65.9 mmol) at reflux. Ethyl 3-bromo-propionate (69 μL, 0.536 mmol) was added at reflux and the mixture was maintained at reflux overnight. The crude mixtures were filtered, concentrated and extracted with diethyl ether and sat. NaHCO3. The organic layers were dried and evaporated. When necessary, further purification was performed by RP-HPLC to provide ethyl-3-(5-p-tolyl-2-tetrazolyl)propionate.

Aufarbeitung

  1. temperatureat reflux
  2. temperatureat reflux
  3. temperaturethe mixture was maintained
  4. temperatureat reflux overnight
  5. filtrationThe crude mixtures were filtered
  6. concentrationconcentrated
  7. extractionextracted with diethyl ether and sat. NaHCO3
  8. customThe organic layers were dried
  9. customevaporated
  10. customWhen necessary, further purification

Quellen und Nachweise

ORD-Eintrag
ord-21b2eadddd8645418a57c6164dd89393
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06924284B2

Notizen zur Reaktion

Wird geladen…