Réaction #742248

Équation de réaction

(E)-3-(2-hydroxy-phenyl)-2-methyl-acrylic acid

citronellol

p-toluene-sulfonic acid

water

→

colourless oil

(E)-3-(2-Hydroxy-phenyl)-2-methyl-acrylic acid 3,7 dimethyl-oct-6-enyl ester

Solvants

cyclohexane

hexane

Conditions de réaction

Traitement

1. 1
   TempératureThen the reaction mixture was cooled down
2. 2
   Lavagewashed
3. 3
   AutreThe organic phase was dried
4. 4
   Filtrationfiltered
5. 5
   Autreevaporated to dryness
6. 6
   AutreThe resulting yellow oil was purified by chromatography

Mode opératoire

A solution of 6 0 g of (E)-3-(2-hydroxy-phenyl)-2-methyl-acrylic acid, 5.3 g of citronellol and 1 g of p-toluene-sulfonic acid in 150 ml of cyclohexane was refluxed for 6.5 hours using a water separator. Then the reaction mixture was cooled down, diluted with hexane and washed to neutrality with saturated sodium bicarbonate and water. The organic phase was dried, filtered and evaporated to dryness. The resulting yellow oil was purified by chromatography to yield 6.45 g of a colourless oil.

Source