Reaktion #54733

Reaktionsgleichung

water

2-pyridinemethanol

2-(4-isobutylphenyl)propionic acid chloride

triethylamine

→

2-(4-isobutylphenyl)propionic acid-2-pyridylmethyl ester

Ausbeute 88.2%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe mixture was reacted at room temperature for 2 hours
2. 2
   Sonstigethe crystals produced
3. 3
   Sonstigewere removed by filtration
4. 4
   workup.DISTILLATIONThe filtrate was freed of solvent by distillation
5. 5
   Sonstigeto leave a residue
6. 6
   ExtraktionThe resulting mixture was extracted with ether
7. 7
   ExtraktionThe ether extract
8. 8
   workup.DISTILLATIONfreed of ether by distillation
9. 9
   SonstigeThe oily residue thus obtained
10. 10
    workup.DISTILLATIONwas distilled in vacuo

Vorschrift

To a solution of 2.2 g of 2-pyridinemethanol in 20 ml of tetrahydrofuran were added 3 g of 2-(4-isobutylphenyl)propionic acid chloride and subsequently 2.7 g of triethylamine, and the mixture was reacted at room temperature for 2 hours. After the reaction was complete, the crystals produced were removed by filtration. The filtrate was freed of solvent by distillation to leave a residue, to which was added water. The resulting mixture was extracted with ether. The ether extract was dehydrated and freed of ether by distillation. The oily residue thus obtained was distilled in vacuo to give 3.5 g of 2-(4-isobutylphenyl)propionic acid-2-pyridylmethyl ester as a pale yellow oil, boiling at 138°-140° C./0.15 mmHg. Mass spectrum: parent ion 297 m/e.

Quelle