반응 #1013911

ord-99f3c516f0ec4d8bb63468ee6654a898

반응 방정식

[N-]=[N+]=[N-].[Na+]
NaN3
[Cl-].[NH4+]
NH4Cl
N#CC1CCN(C(=O)OCc2ccccc2)CC1
benzyl 4-cyanopiperidine-1-carboxylate
O=C(OCc1ccccc1)N1CCC(c2nnn[nH]2)CC1
title compound
수율 19.3%
O=C(OCc1ccccc1)N1CCC(c2nnn[nH]2)CC1
Benzyl 4-(1H-tetrazol-5-yl)piperidine-1-carboxylate
수율 19.3%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The reaction mixture was quenched with 10% aqueous citric acid solution
  2. 2
    추출extracted with EtOAc
  3. 3
    건조dried over anhydrous sodium sulphate
  4. 4
    농축concentrated under reduced pressure

실험 절차

NaN3(1.7 g, 26.14 mmol) and NH4Cl (1.75 g, 32.7 mmol) were added to the solution of benzyl 4-cyanopiperidine-1-carboxylate (1.6 g, 26.14 mmol) in DMF (16 mL) and stirring was continued at 90° C. for 24 h. The reaction mixture was quenched with 10% aqueous citric acid solution, extracted with EtOAc, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford 1.45 g of the title compound.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09289419B2uspto-grants-2016_03