Reacción #344042

Ecuación de reacción

rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol

2-bromo-3-hydroxypyridine

→

rac-3,4-Dihydro-2-(furo[3,2-b]pyridine-2-yl)-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol

Disolventes

triethylamine

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThis compound was prepared
2. 2
   Otroto 3 days
3. 3
   OtroChromatography of the crude product over the 40-fold amount of silica gel using 10% (V/V) of ethyl acetate in methylene chloride followed by crystallization from ether/hexane and recrystallization from ethyl acetate/hexane
4. 4
   Otrogave off-white crystals with m.p. 168°-169°

Procedimiento

This compound was prepared by reacting rac-3,4-dihydro-2-ethynyl-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol with 2-bromo-3-hydroxypyridine under the conditions described in Example 26, but using twice as much triethylamine and lengthening the reaction time to 3 days. Chromatography of the crude product over the 40-fold amount of silica gel using 10% (V/V) of ethyl acetate in methylene chloride followed by crystallization from ether/hexane and recrystallization from ethyl acetate/hexane gave off-white crystals with m.p. 168°-169°.

Fuente