تفاعل #2994

معادلة التفاعل

sodium chloride

3-nitro-4-methylbenzaldehyde

3,4,5-trimethoxybenzyltriphenylphosphine bromide

sodium hydride

→

intended compound

المردود 49.6%

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

المردود 49.6%

المذيبات

benzene

benzene

acetic acid

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONdispersed
2. 2
   workup.ADDITIONtherein was added
3. 3
   أخرىreacted for 15 hours at room temperature
4. 4
   أخرىThe reaction liquid
5. 5
   workup.ADDITIONwas added
6. 6
   استخلاصthe resulting liquid was extracted with dichloromethane
7. 7
   تجفيفThe extract was dried with anhydrous sodium sulfate
8. 8
   تركيزconcentrated
9. 9
   أخرىpurified by silica gel column chromatography (diethyl ether:hexane=1:2 by volume)

الإجراء التجريبي

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%.

المصدر