Reaktion #417172

Reaktionsgleichung

1-(2-hydroxy-4-tetradecylphenyl)-1-hexanone

acetic acid

→

desired product

Ausbeute 93.4%

2Hexyl-5-tetradecylphenol

Ausbeute 93.4%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe mixture was filtered
2. 2
   Sonstigethe solvents removed
3. 3
   workup.DISSOLUTIONthe residue dissolved in ether
4. 4
   Waschenwashed with water
5. 5
   Sonstigedried
6. 6
   SonstigeThis crude material was chromatographed on silica gel
7. 7
   Wascheneluting with hexane:ethyl acetate (10:1)

Vorschrift

A mixture of 16.99 g of 1-(2-hydroxy-4-tetradecylphenyl)-1-hexanone, 4 g of 5% palladium on carbon catalyst, 100 ml of glacial acetic acid and 50 ml of methanol was hydrogenated in a Parr apparatus for 24 hours. The mixture was filtered, the solvents removed and the residue dissolved in ether, washed with water and dried. This crude material was chromatographed on silica gel, eluting with hexane:ethyl acetate (10:1), giving 15.3 g of the desired product, mp 43°-45° C.

Quelle