反応 #417972

ord-0b51cb84d1bd4441a423c8fd687574cc

反応方程式

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
収率 78.0%
O=[N+]([O-])c1ccc(Cl)c(OCCCN2CCN(c3ccccc3)CC2)c1
1-[3-(2-chloro-5-nitro-phenoxy)-propyl]-4-phenyl-piperazine
収率 78.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他at room temperature
  2. 2
    抽出extracted with ethyl acetate (3×20 mL)
  3. 3
    乾燥The combined extracts were dried over sodium sulfate
  4. 4
    濃縮concentrated under reduced pressure
  5. 5
    その他The crude product was purified by flash column chromatography

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08877752B2uspto-grants-2014_11