反応 #2994

反応方程式

sodium chloride

3-nitro-4-methylbenzaldehyde

3,4,5-trimethoxybenzyltriphenylphosphine bromide

sodium hydride

→

intended compound

収率 49.6%

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

収率 49.6%

溶媒

benzene

benzene

acetic acid

反応条件

後処理

1. 1
   workup.ADDITIONdispersed
2. 2
   workup.ADDITIONtherein was added
3. 3
   その他reacted for 15 hours at room temperature
4. 4
   その他The reaction liquid
5. 5
   workup.ADDITIONwas added
6. 6
   抽出the resulting liquid was extracted with dichloromethane
7. 7
   乾燥The extract was dried with anhydrous sodium sulfate
8. 8
   濃縮concentrated
9. 9
   その他purified by silica gel column chromatography (diethyl ether:hexane=1:2 by volume)

実験手順

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%.

出典