Reaktion #429530

Reaktionsgleichung

4-n-propylbromobenzene

Metal

1,4-cyclohexanedione-monoethylene ketal

ammonium chloride

→

1,1-ethylenedioxy-4-hydroxy-4-(4-n-propylphenyl)cyclohexane

Ausbeute 71.0%

Lösungsmittel

THF

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigea solution prepared
2. 2
   workup.ADDITIONwas added dropwise
3. 3
   SonstigeA solution prepared
4. 4
   workup.ADDITIONwas added dropwise
5. 5
   workup.STIRRINGstirred at room temperature for 1 hour
6. 6
   workup.ADDITIONwas added
7. 7
   Extraktionextracted with 500 ml of ethyl acetate
8. 8
   WaschenOrganic layer was washed with water
9. 9
   Trocknendried over anhydrous magnesium sulfate
10. 10
    workup.DISTILLATIONthe solvent was distilled off under a reduced pressure

Vorschrift

Metal magnesium in an amount of 12 g was suspended in 50 ml of THF under nitrogen gas stream, and a solution prepared by dissolving 100 g of 4-n-propylbromobenzene in 300 ml of THF was added dropwise and stirred at room temperature for 1 hour. A solution prepared by dissolving 78 g of 1,4-cyclohexanedione-monoethylene ketal in 300 ml of THF was added dropwise thereto and stirred at room temperature for 1 hour. After finishing of the reaction, 500 ml of a saturated aqueous solution of ammonium chloride was added and extracted with 500 ml of ethyl acetate. Organic layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under a reduced pressure to obtain 98 g of 1,1-ethylenedioxy-4-hydroxy-4-(4-n-propylphenyl)cyclohexane.

Quelle