Reaktion #93561

Reaktionsgleichung

2-ethylhexanoyl chloride

2-(2'-chlorophenyl)-5,5-dimethyl-1,3-cyclohexanedione

pyridine

→

3-(2'-ethylhexanoyloxy)-2-(2'-chlorophenyl)-5,5-dimethyl-2-cyclohexenone

Ausbeute 82.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirred at room temperature for one hour
2. 2
   Temperaturrefluxed for one hour
3. 3
   SonstigeThe solvent was removed under reduced pressure
4. 4
   WaschenThe ether was washed three times with 0.25N NaOH, three times with 10% HCl
5. 5
   TrocknenThe ether was dried over anhydrous MgSO4
6. 6
   Sonstigedecanted

Vorschrift

A solution of 1.009 (3.99 mmol) of 2-(2'-chlorophenyl)-5,5-dimethyl-1,3-cyclohexanedione and 0.03 g (8.0 mmol) of pyridine was cooled in an ice bath and stirred under N2. The 2-ethylhexanoyl chloride (0.69 g, 4.25 mmol) was added, the mixture was then allowed to warm to room temperature, stirred at room temperature for one hour and refluxed for one hour. The solvent was removed under reduced pressure and the residue taken up in ether and water. The ether was washed three times with 0.25N NaOH, three times with 10% HCl and with water. The ether was dried over anhydrous MgSO4 and decanted to give 1.23 g (82%) of 3-(2'-ethylhexanoyloxy)-2-(2'-chlorophenyl)-5,5-dimethyl-2-cyclohexenone as a clear colorless oil which was homogeneous by thin layer chromatography.

Quelle