반응 #514601

ord-3276b66ef64346d483c9bfce2f277c53

반응 방정식

Cc1cc(C)c(CC#N)c(C)c1
2,4,6-trimethylbenzyl cyanide
[N-]=[N+]=NCc1ccccc1
benzyl azide
CC(C)(C)[O-].[K+]
potassium t-butoxide
Cc1cc(C)c(-c2nnn(Cc3ccccc3)c2N)c(C)c1
solid
수율 61.0%
Cc1cc(C)c(-c2nnn(Cc3ccccc3)c2N)c(C)c1
1-Phenylmethyl-4-(2,4,6-trimethylphenyl)-5-aminotriazole
수율 61.0%

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    추출extracted three times with ethyl acetate
  2. 2
    건조The combined organic layers were dried over MgSO4
  3. 3
    여과filtered
  4. 4
    기타Solvent was removed in vacuo
  5. 5
    기타to give a brown oil
  6. 6
    여과Trituration with ether and filtration

실험 절차

A mixture of 2,4,6-trimethylbenzyl cyanide (1.0 g, 6.3 mmol), benzyl azide (0.92 g, 6.9 mmol) and potassium t-butoxide (0.78 g, 6.9 mmol) in tetrahydrofuran (10 mL) was stirred at ambient temperature for 2.5 days. The resulting suspension was diluted with water and extracted three times with ethyl acetate. The combined organic layers were dried over MgSO4 and filtered. Solvent was removed in vacuo to give a brown oil. Trituration with ether and filtration afforded a yellow solid (1.12 g, 61% yield): NMR (CDCl3, 300 MHz):7.60-7.30 (m, 5H), 7.30-7.20 (m, 2H), 5.50 (s, 2H), 3.18 (br s, 2H), 2.30 (s, 3H), 2.10 (s, 6H); CI-MS: 293 (M+H).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06313124B1uspto-grants-2001_11