Reacción #2994

Ecuación de reacción

sodium chloride

3-nitro-4-methylbenzaldehyde

3,4,5-trimethoxybenzyltriphenylphosphine bromide

sodium hydride

→

intended compound

Rendimiento 49.6%

(Z)-1-(3-nitro-4-methylphenyl)-2-(3,4,5-trimethoxyphenyl)ethene

Rendimiento 49.6%

Disolventes

benzene

benzene

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONdispersed
2. 2
   workup.ADDITIONtherein was added
3. 3
   Otroreacted for 15 hours at room temperature
4. 4
   OtroThe reaction liquid
5. 5
   workup.ADDITIONwas added
6. 6
   Extracciónthe resulting liquid was extracted with dichloromethane
7. 7
   SecadoThe extract was dried with anhydrous sodium sulfate
8. 8
   Concentraciónconcentrated
9. 9
   Otropurified by silica gel column chromatography (diethyl ether:hexane=1:2 by volume)

Procedimiento

1.0 g of 3-nitro-4-methylbenzaldehyde and 3.3 g of 3,4,5-trimethoxybenzyltriphenylphosphine bromide were dissolved in 50 ml of benzene, and a benzene solution containing 302 mg of sodium hydride dispersed therein was added thereto and reacted for 15 hours at room temperature. The reaction liquid was neutralized with acetic acid, saturated sodium chloride solution was added thereto, and the resulting liquid was extracted with dichloromethane. The extract was dried with anhydrous sodium sulfate, concentrated and then purified by silica gel column chromatography (diethyl ether:hexane=1:2 by volume) to obtain 0.99 g of the intended compound. The yield of the product was 47.8%.

Fuente