反応 #50166

反応方程式

tetrahydrofuran

butyllithium

bromide

THF

methyl 4-formylbenzoate

→

methyl 4-(2-methoxyethenyl)benzoate

溶媒

hexane

反応条件

後処理

1. 1
   workup.ADDITIONwas added to a solution
2. 2
   workup.ADDITIONwas added
3. 3
   workup.STIRRINGstirring
4. 4
   workup.WAITwas continued for two hours
5. 5
   洗浄The reaction solution was washed with water
6. 6
   乾燥dried over magnesium sulfate
7. 7
   濃縮concentrated under reduced pressure
8. 8
   その他The residue was purified by column chromatography

実験手順

In an atmosphere of argon, a solution containing butyllithium dissolved in hexane was added to a solution containing 120 g of methoxymethyltriphenylphosphoni bromide dissolved in tetrahydrofuran (THF), and the mixture was stirred for one hour at room temperature. A solution containing 50 g of methyl 4-formylbenzoate dissolved in THF was added thereto, and stirring was continued for two hours. The reaction solution was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography to obtain 47 g of methyl 4-(2-methoxyethenyl)benzoate (45).

出典