Reacción #83397

Ecuación de reacción

meta-trifluoromethylphenol

sodium hydride

2-chloro-6-(2-thienylmethyloxy)pyridine

sodium hydride

→

2-(2-thienylmethyloxy)-6-(meta-trifluoromethylphenoxy)pyridine

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added
2. 2
   Otrothe reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate
3. 3
   LavadoThe obtained organic layer was washed with aqueous saturated sodium chloride
4. 4
   Secadodried over anhydrous sodium sulfate
5. 5
   Concentraciónconcentrated
6. 6
   Otropurified on a silica gel column
7. 7
   Otroto obtain the end product

Procedimiento

To a solution containing meta-trifluoromethylphenol (3.62 g, 0.0045×5.0 mol), sodium hydride (0.36 g, (Ca.60% in mineral oil), 0.0045×2.0 mol) and CuI (0.42 g, 0.0045×0.5 mol) in dimethylformamide, 2-chloro-6-(2-thienylmethyloxy)pyridine (1.0 g, 0.0045 mol) was added and the resultant solution was refluxed for about 3 hours. Additional sodium hydride (0.36 g, (60% in mineral oil), 0.0045×2.0 mol) was added thereto and the resultant solution was refluxed for another about 1 hour, thereafter the reaction solution was partitioned between ethyl acetate and aqueous saturated sodium hydrogen carbonate. The obtained organic layer was washed with aqueous saturated sodium chloride, dried over anhydrous sodium sulfate and thereafter, concentrated and purified on a silica gel column to obtain the end product.

Fuente