Реакция #66513

ord-aefa367428334f35889df964d4cf7e2b

Уравнение реакции

Ic1cn[nH]c1
4-iodo-1H-pyrazole
COc1ccc(CCl)cc1
1-(chloromethyl)-4-methoxybenzene
O=C([O-])[O-].[K+].[K+]
K2CO3
COc1ccc(Cn2cc(I)cn2)cc1
4-iodo-1-(4-methoxybenzyl)-1H-pyrazole
Выход 88.2%

Реагенты

Нет

Растворители

Условия реакции

Температура
60°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ТемператураThe reaction mixture was cooled to room temperature
  2. 2
    Фильтрацияwas filtered
  3. 3
    КонцентрированиеThe filtrate was concentrated under reduced pressure
  4. 4
    ДругоеThe crude product was purified by flash chromatography over silica gel

Методика

According to Scheme 6 Step 1: A suspension of 4-iodo-1H-pyrazole (26.3 mmol, 5.11 g), 1-(chloromethyl)-4-methoxybenzene (29.0 mmol, 3.95 mL) and K2CO3 (39.5 mmol, 5.46 g) in acetonitrile (150 mL) was heated at 60° C. overnight. The reaction mixture was cooled to room temperature and was filtered. The filtrate was concentrated under reduced pressure. The crude product was purified by flash chromatography over silica gel using DCM as eluent to afford 4-iodo-1-(4-methoxybenzyl)-1H-pyrazole (23.2 mmol, 7.3 g, 88%) as a yellow solid.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08524718B2uspto-grants-2013_09