Reaktion #979441

Reaktionsgleichung

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

toluene-4-sulfonic acid 2-[1,2,3]triazol-1-yl-ethyl ester

sodium hydride

→

1-[2-(4-allyloxy-2-methyl-benzylsulfanyl)ethyl]-1H-[1,2,3]triazole

Ausbeute 94.9%

Lösungsmittel

ethyl acetate

N,N-dimethylformamide

water

ethyl acetate

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added under argon at −50° C
2. 2
   Sonstigethe combined organic extracts dried
3. 3
   Sonstigeevaporated

Vorschrift

To a mixture of 1.98 g (10.2 mmol) (4-allyloxy-2-methyl-phenyl)-methanethiol and 2.72 g (10.2 mmol) toluene-4-sulfonic acid 2-[1,2,3]triazol-1-yl-ethyl ester in 25 ml N,N-dimethylformamide was added under argon at −50° C. 515 mg (20.4 mmol) sodium hydride. The mixture was allowed to warm up to room temperature and was stirred under argon for 12 hours. 80% of the DMF was stilled off in vacuo, ethyl acetate and water given to the mixture. The aqueous phase was reextracted with ethyl acetate and the combined organic extracts dried and evaporated to yield 2.8 g of 1-[2-(4-allyloxy-2-methyl-benzylsulfanyl)ethyl]-1H-[1,2,3]triazole as brown oil. The raw material (73% purity) was used without further purification.

Quelle