Reaktion #545684

Reaktionsgleichung

Ether

18

tert-Butyl 4-[2-hydroxyethyl]phenoxyacetate

pyridinium chlorochromate

→

19

Ausbeute 80.0%

tert-Butyl 4-[formylmethyl]phenoxyacetate

Ausbeute 80.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeto quench
2. 2
   Sonstigethe reaction
3. 3
   Filtrationthe mixture was then filtered through C elite
4. 4
   Sonstige(Trade Mark) Evaporation of the solvents in vacuo
5. 5
   Sonstigeafforded the crude product which
6. 6
   Sonstigewas purified by flash chromatography on silica gel using 20% ethyl acetate in hexane

Vorschrift

To a solution of 18 (20.0 g, 0.083 mole) in anhydrous dichloromethane (200 ml) was added pyridinium chlorochromate (PCC) (44.7 g, 0.207 mole) and the mixture was stirred at room temperature for two hours. Ether (500 ml) was then added to quench the reaction and the mixture was then filtered through C elite. (Trade Mark) Evaporation of the solvents in vacuo afforded the crude product which was purified by flash chromatography on silica gel using 20% ethyl acetate in hexane to give 19 (16.6 g, 80%) as a yellow oil.

Quelle