Bromine → 2-Bromo-1-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethan-1-one

HRID 4403

Reaktionsgleichung

Reaktionsgleichung von HRID 4403
[C:1]([C:4]1[N:5]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[O:7][C:8]=1[CH3:9])(=[O:3])[CH3:2].[Br:16]Br.C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[Br:16][CH2:2][C:1]([C:4]1[N:5]=[C:6]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[O:7][C:8]=1[CH3:9])=[O:3]

Komponenten

5

Edukt 3

HCID 24408BromineHCID 516892Sodium BicarbonateHCID 123378491-(5-Methyl-2-phenyl-1,3-oxazol-4-yl)ethan-1-one

Produkt 1

HCID 149136502-Bromo-1-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethan-1-oneAusbeute 86,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

To a stirred solution of 4-acetyl-5-methyl-2-phenyloxazole (12.0 g) in chloroform (100 ml) was added at 50° C. a solution of bromine (10.5 g) in chloroform (10 ml). The mixture was further heated at 55° C. for 30 minutes and poured into saturated aqueous sodium bicarbonate solution (500 ml). The chloroform layer was separated and the aqueous layer was extracted with chloroform. The conbined chloroform layer was washed with water and dried (MgSO4). Evaporation of the solvent gave 4-bromoacetyl-5-methyl-2-phenyloxazole as crystals (14.5 g, 86.3%). Recrystallization from ethyl ether-hexane gave colorless rods, mp 88°-89° C.

Aufarbeitung

  1. customThe chloroform layer was separated
  2. extractionthe aqueous layer was extracted with chloroform
  3. washThe conbined chloroform layer was washed with water
  4. dry with materialdried (MgSO4)
  5. customEvaporation of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-fa6b00b25d154a97988b043a2abfac3a
Quelldatensatz
uspto-grants-1988_02
Patentnummer
US04725610

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