Hexane → HCID 54503778, compound

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Reaction Steps

In 150 ml of dichloromethane was dissolved 42 g (0.16 mol) of the 1-octen-3-yl 2,3,3,3-tetrafluoropropionate as obtained in Reference Example 2, and the resulting solution was cooled with ice under a nitrogen atmosphere. Thereto were added 40 ml (0.2 mol) of trimethylsilyl triflate and 29 ml (0.2 mol) of triethylamine, and the resulting mixture was stirred at room temperature for 120 hours. Then, the reaction mixture was diluted with hexane, and then subjected to extraction with a 7.5% aqueous solution of sodium hydroxide. The resulting aqueous extract was acidified with concentrated hydrochloric acid, and then extracted again with dichloromethane. The resulting extract was dried with magnesium sulfate, and the solvent was removed under reduced pressure, thereby obtaining 37 g of (+)-2-fluoro-2-(trifluoromethyl)-4-decenoic acid in a yield of 88%.

Provenance & Evidence