Sodium Carbonate → 5-Methyl-2-phenyloxazole

HRID 915666Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 915666
O=[C:2]([CH3:13])[CH2:3][NH:4][C:5](=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.C([O-])([O-])=O.[Na+].[Na+]>OS(O)(=O)=O>[CH3:13][C:2]1[O:12][C:5]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[N:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 10340Sodium CarbonateHCID 569897N-(2-Oxopropyl)benzamide

Produkt 1

HCID 2478295-Methyl-2-phenyloxazoleAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

Heat a solution of N-(2-oxopropyl)benzamide (1.0 g, 5.65 mmol) in concentrated H2SO4 (10 mL) at 100° C. for 1 hour. Cool the reaction, pour over ice, neutralize with solid Na2CO3, and extract with ethyl acetate (200 mL). Wash the organic phase with brine (75 mL), dry (Na2SO4), filter, and concentrate to afford a yellow oil. Perform flash chromatography on silica gel, eluting with 100% ethyl acetate, to afford 790 mg (88% yield) of 5-methyl-2-phenyloxazole. MS: m/e=160 (MH+)

Aufarbeitung

  1. temperatureCool
  2. customthe reaction
  3. additionpour over ice
  4. extractionextract with ethyl acetate (200 mL)
  5. washWash the organic phase with brine (75 mL)
  6. dry with materialdry (Na2SO4)
  7. filtrationfilter
  8. concentrationconcentrate
  9. customto afford a yellow oil
  10. washPerform flash chromatography on silica gel, eluting with 100% ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-e899f35840144dd68242406086f80853
Quelldatensatz
uspto-grants-2007_09
Patentnummer
US07265246B2

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