Reaktion #50166

Reaktionsgleichung

tetrahydrofuran

butyllithium

bromide

THF

methyl 4-formylbenzoate

→

methyl 4-(2-methoxyethenyl)benzoate

Lösungsmittel

hexane

Reaktionsbedingungen

Aufarbeitung

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
   WaschenThe reaction solution was washed with water
6. 6
   Trocknendried over magnesium sulfate
7. 7
   Einengenconcentrated under reduced pressure
8. 8
   SonstigeThe residue was purified by column chromatography

Vorschrift

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).

Quelle