반응 #1005985

ord-59e75fae0a35430d88a99ccc0ac45941

반응 방정식

Cl.ClCc1ccc2ccccc2n1
2-chloromethylquinoline hydrochloride
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC(C)(C)OC(=O)N1CCNCC1
tert-butyl piperazine-1-carboxylate
c1ccc2nc(CN3CCNCC3)ccc2c1
2-(piperazin-1-ylmethyl)quinoline
수율 92.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타Reaction
  2. 2
    여과filtered through celite
  3. 3
    농축Filtrate was concentrated on Rotavapor under vacuum
  4. 4
    기타the crude residue was purified on SiO2 using Biotage SP1

실험 절차

To a solution of 2-chloromethylquinoline hydrochloride (5 mmol) in anhydrous acetone (100 mL) was added, anhydrous potassium carbonate (15 mmol) and tert-butyl piperazine-1-carboxylate (7 mmol) and the reaction mixture was stirred under reflux conditions for 12 h. Reaction was cooled to r.t. and filtered through celite. Filtrate was concentrated on Rotavapor under vacuum and the crude residue was purified on SiO2 using Biotage SP1 to give a pure 2-(piperazin-1-ylmethyl)quinoline (6.3, 92%, pale yellow solid).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09271962B2uspto-grants-2016_03