Benzamide → 4-(4-Bromophenyl)-5-methyl-2-phenyloxazole

HRID 1951585Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1951585
[C:1]([NH2:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH:11]([CH3:21])[C:12]([C:14]1[CH:19]=[CH:18][C:17]([Br:20])=[CH:16][CH:15]=1)=O>>[Br:20][C:17]1[CH:18]=[CH:19][C:14]([C:12]2[N:9]=[C:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[O:8][C:11]=2[CH3:21])=[CH:15][CH:16]=1

Komponenten

3

Edukt 2

HCID 2331BenzamideHCID 6039072,4'-Dibromopropiophenone

Produkt 1

HCID 574653764-(4-Bromophenyl)-5-methyl-2-phenyloxazole

Reaktionsbedingungen

Temperatur
135 °C

Versuchsvorschrift

a mixture of benzamide (4.919 ml, 54.46 mmol) and 2,4′-dibromopropiophenone (10.60 g, 36.31 mmol) was heated in a 135° C. oil bath. The mixture became homogenous at >100° C. The reaction was stirred at 135° C. for 2 hours, after which time a precipitate had developed, and removed from the hot oil bath. Approximately 20 mL of acetonitrile was added to the mixture, which was left to equilibrate to room temperature. The precipitate was collected by filtration, rinsing with acetonitrile to afford a colorless solid. ESI+ m/z=314.0; 316.0 [MH]+.

Aufarbeitung

  1. custombecame homogenous at >100° C
  2. customremoved from the hot oil bath
  3. additionApproximately 20 mL of acetonitrile was added to the mixture, which
  4. waitwas left
  5. customto equilibrate to room temperature
  6. filtrationThe precipitate was collected by filtration
  7. washrinsing with acetonitrile
  8. customto afford a colorless solid

Quellen und Nachweise

ORD-Eintrag
ord-e85286364db94e278640945e3f889b46
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08404722B2

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