Reaktion #687548

Reaktionsgleichung

5-tert-Butyl-2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-benzaldehyde

ethanol

sulfuric acid

→

title compound

5-tert-Butyl-3-ethoxy-3H-isobenzofuran-1-one

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigefitted with a stir bar
2. 2
   Temperaturreflux condenser
3. 3
   Sonstigeto obtain a clear solution
4. 4
   workup.STIRRINGStirred
5. 5
   Temperaturat reflux for 22 hr
6. 6
   ExtraktionExtracted the aqueous mixture with 2×200 mL CH2Cl2
7. 7
   Waschenwashed with 200 mL brine
8. 8
   TrocknenDried over Na2SO4
9. 9
   Sonstigeremoved the solvent on rotavap
10. 10
    SonstigeDried under high vacuum

Vorschrift

3.66 g (14.1 mmol) of 5-tert-Butyl-2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-benzaldehyde was weighed into a 200 mL round bottom flask fitted with a stir bar and reflux condenser. Added 75 mL of ethanol and stirred to obtain a clear solution. Added 50 mL of 50% aqueous sulfuric acid. Stirred at reflux for 22 hr. Poured the reaction mixture into 400 mL water. Extracted the aqueous mixture with 2×200 mL CH2Cl2. Combined the organic extracts and washed with 200 mL brine. Dried over Na2SO4 and removed the solvent on rotavap. Dried under high vacuum to obtain 2.9 g of the title compound as an off-white solid. MS (ESI) 235 (M+H)+.

Quelle