Reacción #324621

Ecuación de reacción

4-bromo-3,5-dimethylphenol

K2CO3

3-(bromomethyl)tetrahydrofuran

→

title compound

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

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Otropartitioned between water and ethyl acetate
2. 2
   LavadoThe organic phase is washed with brine
3. 3
   Secadodried (MgSO4)
4. 4
   OtroThe solvent is evaporated
5. 5
   Otrothe residue is chromatographed on silica gel (cyclohexane/ethyl acetate 99:1→70:30)

Procedimiento

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]+.

Fuente