Reaktion #79362

Reaktionsgleichung

allyl 4-(2,2,2-trifluoroethoxy)phenyl ether

1,2,4-trichlorobenzene

→

2-allyl-4-(2,2,2-trifluoroethoxy)phenol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed under reduced pressure
2. 2
   Sonstigethe crude product was chromatographed on silica gel eluting with 20% AcOEt/hexanes

Vorschrift

A solution of allyl 4-(2,2,2-trifluoroethoxy)phenyl ether (1.9 g, 8.2 mmol) in 1,2,4-trichlorobenzene 30 ml was heated to 180° C. for 24 hr. The solvent was removed under reduced pressure, and the crude product was chromatographed on silica gel eluting with 20% AcOEt/hexanes to give 0.9 g of 2-allyl-4-(2,2,2-trifluoroethoxy)phenol. This material was dissolved in 30 ml ethanol and was hydrogenated with 15 mg of 10% Pd/C in a Parr shaker under hydrogen atmosphere (50 psi) overnight. The catalyst was removed by suction-filtration through a pad of celite. The filtrate was concentrated to give the title compound 0.73 g as a clear oil.

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