Reaktion #61768

Reaktionsgleichung

1-allyloxy-4-chloromethyl-benzene

thiourea

water

ammonia

→

colorless oil

Ausbeute 81.0%

(4-Allyloxy-phenyl)-methanethiol

Ausbeute 81.0%

Lösungsmittel

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturto reflux for 7 h
3. 3
   workup.DISTILLATIONSolvents were distilled off
4. 4
   Waschenthe crystalline residue was washed with cold ethanol
5. 5
   Sonstigeisolated by filtration
6. 6
   Temperaturthe mixture was heated
7. 7
   Temperaturto reflux for 1 h
8. 8
   workup.DISTILLATIONEthanol was distilled off
9. 9
   Extraktionextracted with ethyl acetate
10. 10
    TrocknenThe solution was dried over MgSO4 and solvents
11. 11
    Sonstigewere removed in vacuo

Vorschrift

A mixture of 2.00 g (10.9 mmol) 1-allyloxy-4-chloromethyl-benzene and 917 mg (12.1 mmol) thiourea in 3.0 ml ethanol was heated to reflux for 7 h. Solvents were distilled off and the crystalline residue was washed with cold ethanol and isolated by filtration. After addition of 2.5 ml ethanol, 1.0 ml water and 0.7 ml 25% aqueous ammonia, the mixture was heated to reflux for 1 h. Ethanol was distilled off, then acidified with 0.5 ml half conc. HCl and extracted with ethyl acetate. The solution was dried over MgSO4 and solvents were removed in vacuo to yield 1.59 g (81%) colorless oil, which was used immediately.

Quelle