Reaktion #2994

Reaktionsgleichung

sodium chloride

3-nitro-4-methylbenzaldehyde

3,4,5-trimethoxybenzyltriphenylphosphine bromide

sodium hydride

→

intended compound

Ausbeute 49.6%

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

Ausbeute 49.6%

Lösungsmittel

benzene

benzene

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONdispersed
2. 2
   workup.ADDITIONtherein was added
3. 3
   Sonstigereacted for 15 hours at room temperature
4. 4
   SonstigeThe reaction liquid
5. 5
   workup.ADDITIONwas added
6. 6
   Extraktionthe resulting liquid was extracted with dichloromethane
7. 7
   TrocknenThe extract was dried with anhydrous sodium sulfate
8. 8
   Einengenconcentrated
9. 9
   Sonstigepurified by silica gel column chromatography (diethyl ether:hexane=1:2 by volume)

Vorschrift

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%.

Quelle