반응 #61770

반응 방정식

Water

(4-allyloxy-phenyl)-methanethiol

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

Sodium hydride

→

yellow oil

수율 79.0%

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

수율 79.0%

용매

N,N-dimethylformamide

dichloromethane

반응 조건

후처리

1. 1
   온도to warm to room temperature (r.t.)
2. 2
   건조The organic phase was dried over Na2SO4, solvents
3. 3
   기타removed
4. 4
   기타the remaining material purified by chromatography on silica gel (ethyl acetate/n-heptane 1:1)

실험 절차

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.

출처