Реакция #2994

Уравнение реакции

sodium chloride

3-nitro-4-methylbenzaldehyde

3,4,5-trimethoxybenzyltriphenylphosphine bromide

sodium hydride

→

intended compound

Выход 49.6%

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

Выход 49.6%

Растворители

benzene

benzene

acetic acid

Условия реакции

Обработка

1. 1
   workup.ADDITIONdispersed
2. 2
   workup.ADDITIONtherein was added
3. 3
   Другоеreacted for 15 hours at room temperature
4. 4
   ДругоеThe reaction liquid
5. 5
   workup.ADDITIONwas added
6. 6
   Экстракцияthe resulting liquid was extracted with dichloromethane
7. 7
   СушкаThe extract was dried with anhydrous sodium sulfate
8. 8
   Концентрированиеconcentrated
9. 9
   Другоеpurified by silica gel column chromatography (diethyl ether:hexane=1:2 by volume)

Методика

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%.

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