Dimethylformamide → HCID 58617404, compound

Participants

Reaction Conditions

Reaction Steps

4-fluoro-3-trifluoromethylphenylacetic acid (707 mg, 3.18 mmol) was dissolved in dichloromethane and cooled to 0° C. Oxalyl chloride (278 μL, 3.18 mmol) was added, then after 5 min, dimethylformamide (24.7 μL, 0.32 mmol) was added. The reaction stirred at 0° C. for 30 min and room temperature for 1 h. The solution was added slowly to a mixture of E2 (713 mg, 1.87 mmol) and triethylamine (784 μL, 5.62 mmol) in dichloromethane at −78° C. The reaction stirred for 30 min, then was washed with saturated aqueous sodium bicarbonate and brine. It was dried over magnesium sulfate, filtered, concentrated in vacuo. Purified by column (2% to 10% methanol in dichloromethane), to yield 859 mg of E3.

Provenance & Evidence