Reaktion #979440

Reaktionsgleichung

1-allyloxy-4-chloromethyl-2-methyl-benzene

thiourea

ethanol

water

ammonia

ethanol

→

(4-allyloxy-2-methyl-phenyl)-methanethiol

Ausbeute 59.0%

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 2 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 vacuum

Vorschrift

A mixture of 3.40 g (17.3 mmol) 1-allyloxy-4-chloromethyl-2-methyl-benzene and 1.45 g (19.0 mmol) thiourea in 5.0 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 5.0 ml ethanol, 2.0 ml water and 1.4 ml 25% aqueous ammonia, the mixture was heated to reflux for 2 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 vacuum to yield 1.99 g (59%) (4-allyloxy-2-methyl-phenyl)-methanethiol as nearly colourless oil, which was used immediately.

Quelle