반응 #417972

ord-0b51cb84d1bd4441a423c8fd687574cc

반응 방정식

O
Water
O=[N+]([O-])c1ccc(Cl)c(OCCCBr)c1
compound 26a
O=[N+]([O-])c1ccc(Cl)c(OCCCBr)c1
2-(3-bromo-propoxy)-1-chloro-4-nitro benzene
c1ccc(N2CCNCC2)cc1
N-phenyl piperazine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=[N+]([O-])c1ccc(Cl)c(OCCCN2CCN(c3ccccc3)CC2)c1
title compound 26b
수율 78.0%
O=[N+]([O-])c1ccc(Cl)c(OCCCN2CCN(c3ccccc3)CC2)c1
1-[3-(2-chloro-5-nitro-phenoxy)-propyl]-4-phenyl-piperazine
수율 78.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타at room temperature
  2. 2
    추출extracted with ethyl acetate (3×20 mL)
  3. 3
    건조The combined extracts were dried over sodium sulfate
  4. 4
    농축concentrated under reduced pressure
  5. 5
    기타The crude product was purified by flash column chromatography

실험 절차

To the compound 26a (2.1 g, 7.1 mmol) in DMF (9 mL) was added N-phenyl piperazine (1.16 g, 7.1 mmol) and potassium carbonate (1.28 g, 9.23 mmol). The mixture was stirred for 18 hrs. at room temperature. Water (10 mL) was added to the reaction mixture and extracted with ethyl acetate (3×20 mL). The combined extracts were dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by flash column chromatography to get the title compound 26b in 78% yield as yellow solid.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08877752B2uspto-grants-2014_11