Trifluoromethanesulfonic acid → HCID 21182816, compound

Participants

Reaction Steps

The mixture of 2-(4-tert-butoxyphenyl)-7-fluoro-6-methoxybenzo[b]thiophene and 2-(4-tert-butoxyphenyl)-6-methoxybenzo[b]thiophene (Part B; 3.12 g) in 45 mL of 2,2,2-trifluorethanol at −5° C. was treated with triflic acid (45 μL, 0.51 mmol). After 1 h, the reaction mixture was partitioned between 1 N NaOH and CH2Cl2 (50 mL each). The layers were separated, and the aqueous layer was extracted with CH2Cl2 (3×50 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The crude residue was purified by flash chromatography (SiO2; gradient of 5% to 20% THF in hexanes) to give 859 mg of the title compound as a white powder.

Provenance & Evidence