Reacción #82245

Ecuación de reacción

(5-bromo-2-benzofuranyl)methyltriphenylphosphonium chloride

p-anisaldehyde

1,8-diazabicyclo[5.4.0]-7-undecene

→

5-bromo-2-[2-(4-methoxyphenyl)vinyl]benzofuran

Rendimiento 55.3%

Disolventes

tetrahydrofuran

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture was stirred for 18 hours
2. 2
   ConcentraciónThereafter, the reaction solution was concentrated
3. 3
   Otroto collect
4. 4
   Otroprecipitated crystals
5. 5
   Filtraciónby filtration

Procedimiento

91.5 g of (5-bromo-2-benzofuranyl)methyltriphenylphosphonium chloride and 25 g of p-anisaldehyde were dissolved in a mixture solvent of 180 ml of tetrahydrofuran and 180 ml of ethanol. With stirring at room temperature, 27.58 g of 1,8-diazabicyclo[5.4.0]-7-undecene was added to the above solution, and the mixture was stirred for 18 hours. Thereafter, the reaction solution was concentrated to collect precipitated crystals by filtration, thereby obtaining 32.8 g of 5-bromo-2-[2-(4-methoxyphenyl)vinyl]benzofuran as one of the stereoisomers.

Fuente