Ammonium Chloride → HCID 67462534, compound

Participants

Reaction Steps

In a nitrogen stream, a solution of 2-benzyloxybromobenzene (1.63 g, 6.18 mmol) in THF (4 mL) was cooled to −78° C., and an n-butyllithium hexane solution (2.44 M, 2.66 mL) was added dropwise thereto. The reaction mixture was stirred at the same temperature for 25 minutes, and then a solution of 4-(2,2-difluorovinyl)benzaldehyde previously prepared in THF (1 mL) was added dropwise thereto. The reaction mixture was stirred at the same temperature for 1.25 hours, and then a saturated ammonium chloride aqueous solution and water was added thereto. The resulting mixture was extracted with ether and the organic layer was washed with a saturated ammonium chloride aqueous solution and dried over sodium sulfate. The residue obtained by distilling the solvent under reduced pressure was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:5)] to obtain the title compound (1.17 g, 81%).

Provenance & Evidence