Reacción #59838

Ecuación de reacción

5-isopropyl-2-(6-isopropyl-2-naphthyl)benzaldehyde

(methoxymethyl)triphenylphosphoniumchloride

t-butoxypotassium

→

aimed compound

Rendimiento 90.0%

2-isopropyl-6-(4-isopropyl-2-(2-methoxyvinyl)phenyl)naphthalene

Rendimiento 90.0%

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowere placed into a three-necked flask
2. 2
   Otroequipped with a cooling pipe
3. 3
   OtroAfter the reaction terminated
4. 4
   workup.ADDITIONadding water in an amount of 100 milliliter into the reacted solution
5. 5
   Otroan organic layer was separated
6. 6
   Secadoby drying with the use of magnesium sulfate
7. 7
   OtroAfter removing the solvent
8. 8
   workup.DISTILLATIONby distillation
9. 9
   Otroby means of a rotary evaporator

Procedimiento

Under an atmospheric argon gas flow, 5-isopropyl-2-(6-isopropyl-2-naphthyl)benzaldehyde in an amount of 4.4 g (14 mmol), (methoxymethyl)triphenylphosphoniumchloride in an amount of 5.1 g (15 mmol), t-butoxypotassium in an amount of 1.7 g (15 mmol) and desiccated tetrahydrofuran in an amount of 100 milliliter were placed into a three-necked flask equipped with a cooling pipe and having a capacity of 500 milliliter, and the resultant solution was stirred under heating at the room temperature for one night. After the reaction terminated, adding water in an amount of 100 milliliter into the reacted solution, an organic layer was separated, followed by drying with the use of magnesium sulfate. After removing the solvent by distillation by means of a rotary evaporator, the resultant crude product was refined by means of column chromatography (silicagel, hexane/dichloromethane=10/90), and as a result, 4.3 g of an aimed compound (white crystal) was obtained (yield: 90%).

Fuente