Reaction #1701537
Related Literature (1)
openreactiondata ↗doi:10.6084/m9.figshare.5104873.v1; patent:US08187494B2
Conditions: temp:50.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Well-dried magnesium (8.3 g) and THF (20 ml) were put in a reaction vessel under a nitrogen atmosphere, and heated to 50° C. 3-Fluorobromobenzene (8) (60.0 g) dissolved in THF (300 ml) was slowly added dropwise thereto in the temperature range of 40° C. to 60° C., and the mixture was stirred for another 60 minutes. Then, 4-heptylcyclohexanone (9) (50.0 g) dissolved in THF (150 ml) was slowly added dropwise thereto in the temperature range of 50° C. to 60° C., and the mixture was stirred for another 60 minutes. The reaction mixture obtained was cooled to 30° C., and then poured into a vessel containing an aqueous 1N—HCl solution (900 ml) and ethyl acetate (500 ml), and mixed. The mixture was then allowed to stand until it had separated into two phases of organic and aqueous phases, and an extractive operation was carried out. The organic phase obtained was fractionated, washed with water, a saturated aqueous solution of sodium hydrogencarbonate and water, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, giving 80.0 g of 4-heptyl-1-(3-fluorophenyl)-cyclohexanol (10). The compound (10) obtained was a yellow oil. was slowly added dropwise was slowly added dropwise in the temperature range of 50° C. to 60° C., and the mixture was stirred for another 60 minutes The reaction mixture obtained was cooled to 30° C. poured into a vessel mixed had separated into two phases of organic and aqueous phases The organic phase obtained washed with water a saturated aqueous solution of sodium hydrogencarbonate and water, and then dried over anhydrous magnesium sulfate The solvent was distilled off under reduced pressure
Source ID: ord-79bc31ab1b6f4002b5ccdb7e57199158