Tetrahydrofuran → HCID 23119393, compound

Participants

Reaction Steps

To a THF (48 mL) solution of 2-(2-fluorophenyl)-2-methyl-1,3-dioxolane (6.0 g) and N,N,N′,N″,N″-pentamethyldiethylenetriamine (8.0 mL) was added 1.58 M hexane solution of n-butyl lithium (25.3 mL) dropwise at −78° C. After the reaction mixture was stirred for 1 h, n-hexylaldehyde (5.88 mL) was added into the reaction mixture. After the reaction mixture was stirred for additional 1 h at −78° C., a saturated ammonium chloride aqueous solution was added into the reaction mixture. The reaction mixture was extracted with ethyl acetate, and the organic layer was washed with water, and brine, dried over magnesium sulfate, and evaporated. The obtained residue was purified by Colum chromatography (hexane:ethyl acetate=4:1) to obtain the compound (16) 6.9 g.

Provenance & Evidence