Réaction #2507821

Équation de réaction

potassium hydride

3-(4-bromo-2,5-difluorophenyl)-2-(6-fluoro-3-propylchroman-7-yl)propan-1-ol

ethanol

→

7-bromo-6,6′-difluoro-3′-propyl-3,4,3′,4′-tetrahydro-2H,2′H-[3,7′]-bichromenyl

Solvants

ether

THF

THF

Conditions de réaction

Traitement

1. 1
   Lavagewashed with sat. sodium chloride soln
2. 2
   Séchagephase is dried over sodium sulfate
3. 3
   Autrethe solvent is removed in vacuo
4. 4
   Filtrationthe crude product is filtered through silica gel with toluene
5. 5
   Autrerecrystallised from heptane/ethyl acetate

Mode opératoire

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.

Source