Reaktion #6414

Reaktionsgleichung

p-hydroxybenzoic acid

(-)-2-methylbutanol

sulfuric acid

→

ester

Ausbeute 83.0%

2-methylbutyl 4-hydroxybenzoate

Ausbeute 83.0%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewhile removing the generated water out from the reaction system
2. 2
   WaschenSubsequently, the reaction solution was washed with water
3. 3
   Sonstigeto remove sulfuric acid out
4. 4
   SonstigeThe reaction solution was then dried
5. 5
   Einengenconcentrated
6. 6
   Sonstigethe concentrate was purified by column chromatography

Vorschrift

4.0 g of p-hydroxybenzoic acid and 12.5 g of (-)-2-methylbutanol were refluxed for 6 hours in toluene in the presence of sulfuric acid, while removing the generated water out from the reaction system. Subsequently, the reaction solution was washed with water to remove sulfuric acid out. The reaction solution was then dried and concentrated, and the concentrate was purified by column chromatography, to obtain 5.0 g of the objective ester compound (liquid state at room temperature, [α]D23 =4.9° (CHCl3)). (Yield: 83%)

Quelle