Reaktion #63116

Reaktionsgleichung

1-(2-hydroxy-5-tetradecylphenyl)ethanone

hydrochloric acid

water

→

desired compound

Ausbeute 72.6%

2-Ethyl-4-tetradecylphenol

Ausbeute 72.6%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThis mixture was filtered
2. 2
   Sonstigethe solvent removed
3. 3
   workup.DISSOLUTIONthe residue dissolved in ether
4. 4
   WaschenThe ether solution was washed with water
5. 5
   Trocknena small amount of dilute aqueous sodium bicarbonate and dried
6. 6
   SonstigeThe residue was purified by HPLC

Vorschrift

A mixture of 23 g of 1-(2-hydroxy-5-tetradecylphenyl)ethanone, 5 g of 5% palladium on carbon catalyst, 10 ml of concentrated hydrochloric acid, 100 ml of water and 100 ml of glacial acetic acid was warmed to 50° C. and then hydrogenated in a Parr apparatus for 24 hours. This mixture was filtered, the solvent removed and the residue dissolved in ether. The ether solution was washed with water, then a small amount of dilute aqueous sodium bicarbonate and dried. The residue was purified by HPLC, giving 16 g of the desired compound, mp 45.5°-46.5° C.

Quelle