反応 #61770

反応方程式

Water

(4-allyloxy-phenyl)-methanethiol

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

Sodium hydride

→

yellow oil

収率 79.0%

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

収率 79.0%

溶媒

N,N-dimethylformamide

dichloromethane

反応条件

後処理

1. 1
   温度to warm to room temperature (r.t.)
2. 2
   乾燥The organic phase was dried over Na2SO4, solvents
3. 3
   その他removed
4. 4
   その他the remaining material purified by chromatography on silica gel (ethyl acetate/n-heptane 1:1)

実験手順

1.58 g (6.14 mmol) (4-allyloxy-phenyl)-methanethiol and 1.64 g (6.14 mmol) toluene-4-sulfonic acid 2-[1,2,3]triazol-1-yl-ethyl ester were dissolved in 15 ml N,N-dimethylformamide (DMF) and cooled to −30° C. 294 mg (12.3 mmol) 95% Sodium hydride were added, the mixture allowed to warm to room temperature (r.t.) and stirred for 12 h. 10 ml Water were added and the residue dissolved in dichloromethane. The organic phase was dried over Na2SO4, solvents removed and the remaining material purified by chromatography on silica gel (ethyl acetate/n-heptane 1:1) to yield 1.33 g (79%) yellow oil.

出典