Methyl iodide → Methyl 5-((benzyl(methyl)carbamoyloxy)methyl)-3-phenylthiophene-2-carboxylate

Participants

Reaction Steps

To a solution of 170 (0.620 g, 1.625 mmol) in 10 mL of THF was added NaH (0.098 g, 2.438 mmol) and stirred at room temperature for 20 min. Then MeI (0.5 ml, 8.00 mmol) was added and stirred for an additional 2 hours at 50° C. The reaction mixture was cooled down at room temperature, quenched with 2 mL of MeOH, diluted with ethyl acetate, washed with brine, dried over sodium sulfate, filtered and concentrated under vacuum. The residue was purified by ISCO (40 g column, 5%-30% ethyl acetate in hexanes) to yield in 53% (342 mg) compound 171 as colorless oil.

Provenance & Evidence