Реакция #2507821

ord-13518cb5df374d488085f5a455bfc6b3

Уравнение реакции

[H-].[K+]
potassium hydride
CCCC1COc2cc(C(CO)Cc3cc(F)c(Br)cc3F)c(F)cc2C1
3-(4-bromo-2,5-difluorophenyl)-2-(6-fluoro-3-propylchroman-7-yl)propan-1-ol
CCO
ethanol
CCCC1COc2cc(C3COc4cc(Br)c(F)cc4C3)c(F)cc2C1
7-bromo-6,6′-difluoro-3′-propyl-3,4,3′,4′-tetrahydro-2H,2′H-[3,7′]-bichromenyl

Растворители

Условия реакции

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

Обработка

  1. 1
    Промывкаwashed with sat. sodium chloride soln
  2. 2
    Сушкаphase is dried over sodium sulfate
  3. 3
    Другоеthe solvent is removed in vacuo
  4. 4
    Фильтрацияthe crude product is filtered through silica gel with toluene
  5. 5
    Другоеrecrystallised from heptane/ethyl acetate

Методика

1.2 g (10.5 mmol) of potassium hydride (35 percent in paraffin oil) are initially introduced in 40 ml of THF, and a solution of 4.50 g (8.12 mmol) of 3-(4-bromo-2,5-difluorophenyl)-2-(6-fluoro-3-propylchroman-7-yl)propan-1-ol in 20 ml of THF is added dropwise at 30° C. The batch is subsequently stirred at 60° C. for 4 h, a little ethanol is added, and the batch is diluted with MTB ether and washed with sat. sodium chloride soln. The org. phase is dried over sodium sulfate, the solvent is removed in vacuo, and the crude product is filtered through silica gel with toluene and recrystallised from heptane/ethyl acetate, giving 7-bromo-6,6′-difluoro-3′-propyl-3,4,3′,4′-tetrahydro-2H,2′H-[3,7′]-bichromenyl as colourless crystals.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07955664B2uspto-grants-2011_06