Reaktion #5126

Reaktionsgleichung

benzoyl chloride

ammonium thiocyanate

3,3-dimethylcyclohexylamine

→

3,3-Dimethylcyclohexylthiourea

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was refluxed for 10 minutes
2. 2
   Temperaturthe mixture was refluxed for a further 20 minutes
3. 3
   FiltrationThe precipitated solid was filtered off with suction
4. 4
   Waschenwashed with water
5. 5
   workup.DISSOLUTIONdissolved in a hot mixture of 500 ml of 10% strength sodium hydroxide solution and 125 ml of ethanol
6. 6
   Temperaturrefluxed for 30 minutes
7. 7
   workup.ADDITIONThe reaction mixture was then diluted with ice-water
8. 8
   FiltrationThe resulting precipitate was filtered off with suction
9. 9
   Waschenwashed with water
10. 10
    Sonstigedried at 80° C. under reduced pressure

Vorschrift

59 g (0.42 mol) of benzoyl chloride were added dropwise over the course of 10 minutes to a solution of 33 g (0.44 mol) of ammonium thiocyanate in 100 ml of absolute acetone. The mixture was refluxed for 10 minutes and then 50.8 g (0.40 mol) of 3,3-dimethylcyclohexylamine were added dropwise, and the mixture was refluxed for a further 20 minutes and then stirred into 500 ml of ice-water. The precipitated solid was filtered off with suction, washed with water, dissolved in a hot mixture of 500 ml of 10% strength sodium hydroxide solution and 125 ml of ethanol and refluxed for 30 minutes. The reaction mixture was then diluted with ice-water, and the pH was initially adjusted to 1 with concentrated hydrochloric acid and then to 9 with solid sodium bicarbonate. The resulting precipitate was filtered off with suction, washed with water and dried at 80° C. under reduced pressure.

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