Reaktion #324621

Reaktionsgleichung

4-bromo-3,5-dimethylphenol

K2CO3

3-(bromomethyl)tetrahydrofuran

→

title compound

3-((4-Bromo-3,5-dimethylphenoxy)methyl)tetrahydrofuran

Lösungsmittel

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepartitioned between water and ethyl acetate
2. 2
   WaschenThe organic phase is washed with brine
3. 3
   Trocknendried (MgSO4)
4. 4
   SonstigeThe solvent is evaporated
5. 5
   Sonstigethe residue is chromatographed on silica gel (cyclohexane/ethyl acetate 99:1→70:30)

Vorschrift

To a solution of 4-bromo-3,5-dimethylphenol (1.5 g) and K2CO3 (3.2 g) in N,N-dimethylformamide (12 mL) is added 3-(bromomethyl)tetrahydrofuran (3.6 g). The mixture is stirred for 16 hours at 80° C. and then partitioned between water and ethyl acetate. The organic phase is washed with brine and dried (MgSO4). The solvent is evaporated and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 99:1→70:30) to give the title compound. Yield: 1.72 g; LC (method 1): tR=1.37 min; Mass spectrum (ESI+): m/z=285 [M+H]+.

Quelle