Reaktion #6413

Reaktionsgleichung

p-hydroxybenzoic acid

(S)-(+)-3-methyl-1-pentanol

sulfuric acid

→

ester

Ausbeute 80.7%

3-methylpentyl p-hydroxybenzoate

Ausbeute 80.7%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

13.7 g of p-hydroxybenzoic acid and 11.4 g of (S)-(+)-3-methyl-1-pentanol were refluxed for 10 hours in toluene in the presence of sulfuric acid, while removing out the generated water from the reaction system. Subsequently, the reaction solution was washed with water to remove the sulfuric acid out. The reaction solution was then dried, concentrated, and purified by column chromatography, to obtain 17.8 g of the objective ester compound (liquid state at room temperature ([α]D23 =+7.8° (CHCl3)). (Yield: 80%)

Quelle