Potassium bisulfate → HCID 15125160, compound

Participants

Reaction Steps

To a solution methyl 7-(4-fluorophenyl)-7-(3-formyl-6-methoxy-2,4,5-trimethylphenyl)heptanoate (3.7 g) in anhydrous tetrahydrofuran (75 ml) was added 1.6 M solution of n-butyl lithium-hexane (6.2 ml) at -78° C. over 25 minutes. The mixture was stirred at the same temperature for 1 hour and aqueous potassium hydrogen sulfate was added. The mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated saline and dried with anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was subjected to silica gel column chromatography to obtain methyl 7-(4-fluorophenyl)-7-[3-(1-hydroxypentyl)-6-methoxy-2,4,5-trimethylphenyl)heptanoate (2.8 g) (Compound 65). The physical properties and spectrum data thereof are shown in Tables 3 and 4.

Provenance & Evidence