反応 #88072

反応方程式

tert-Butyl 4-((4-chlorophenethyl)(3-cyanobenzyl)amino)piperidine-1-carboxylate

sodium azide

triethylamine hydrochloride

→

tert-Butyl 4-((3-(1H-tetrazol-5-yl)benzyl)(4-chlorophenethyl)amino)piperidine-1-carboxylate

収率 60.0%

溶媒

toluene

反応条件

後処理

1. 1
   温度The heterogeneous mixture was refluxed for 3 days after which time the starting material
2. 2
   ろ過were filtered off
3. 3
   その他The crude product was purified by silica gel chromatography (yield 60%)

実験手順

tert-Butyl 4-((4-chlorophenethyl)(3-cyanobenzyl)amino)piperidine-1-carboxylate obtained in Step 1 was dissolved in toluene (5 mL/mmol) and sodium azide (3 equiv) and triethylamine hydrochloride (0.1 equiv) were added to this solution. The heterogeneous mixture was refluxed for 3 days after which time the starting material could no longer be detected. After cooling down to ambient temperature the solids were filtered off and the solvent was stripped off in vacuo. The crude product was purified by silica gel chromatography (yield 60%).

出典