Реакция #69788

ord-f708ee2f6f924ca1876633244f912e04

Уравнение реакции

BrCCOC1CCCCO1
2-(2-bromoethoxy)tetrahydro-2H-pyran
Ic1cn[nH]c1
4-iodopyrazole
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
Ic1cnn(CCOC2CCCCO2)c1
4-Iodo-1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)-1H-pyrazole

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеIn a 1 L 3-neck flask equipped with magnetic stir bar
  2. 2
    ФильтрацияFilter the reaction mixture through CELITE®
  3. 3
    Промывкаwash the filter cake with ACN
  4. 4
    Концентрированиеconcentrate the filtrate to a golden oil
  5. 5
    ДругоеUse without further purification

Методика

In a 1 L 3-neck flask equipped with magnetic stir bar, nitrogen blanket and internal temperature probe dissolve 2-(2-bromoethoxy)tetrahydro-2H-pyran (34 g, 156 mmol) in acetonitrile (ACN, 400 mL). Add 4-iodopyrazole (29.34 g, 149.74 mmol) followed by cesium carbonate (73.4 g, 223.02 mmol). Stir the mixture at RT for 18 hours. Filter the reaction mixture through CELITE®, wash the filter cake with ACN and concentrate the filtrate to a golden oil. Use without further purification. Yield: 47.819 g (99%). MS (ES) m/z 323 [M+1]+.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08530665B2uspto-grants-2013_09