Реакция #417971

ord-ca55bf9e3b044887b9543c13b442237c

Уравнение реакции

BrCCCBr
1,3-dibromo propane
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
CN(C)C=O
DMF
O=[N+]([O-])c1ccc(Cl)c(O)c1
2-chloro-5-nitro phenol
O=[N+]([O-])c1ccc(Cl)c(OCCCBr)c1
title compound 26a
O=[N+]([O-])c1ccc(Cl)c(OCCCBr)c1
2-(3-bromo-propoxy)-1-chloro-4-nitro benzene

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Экстракцияextracted with DCM (3×25 mL)
  2. 2
    Сушкаwere dried over sodium sulfate
  3. 3
    Концентрированиеconcentrated in vacuo
  4. 4
    ДругоеThe crude product was purified by flash column chromatography

Методика

1,3-dibromo propane (1.3 mL, 12.65 mmol) and cesium carbonate (4.1 g, 12.65 mmol) was added to the DMF (18 mL) solution of 2-chloro-5-nitro phenol (2.0 g, 11.5 mmol) and the reaction mixture stirred overnight at room temperature. Water (20 mL) was added to the mixture, extracted with DCM (3×25 mL) and combined extracts were dried over sodium sulfate and concentrated in vacuo. The crude product was purified by flash column chromatography to get the title compound 26a in 64% (2.176 g) yield as colorless oil.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08877752B2uspto-grants-2014_11