Sodium hydride → HCID 68642107, compound

Participants

Reaction Steps

Sodium hydride (60%, 171 mg, 4.27 mmol) was suspended in tetrahydrofuran (10 ml), and thiomorpholin-3-one (500 mg, 4.27 mmol) prepared in the Step 40-1-1 was added thereto. The mixture was stirred at a room temperature for 5 minutes, and a solution (10 ml) of ethyl 4-fluoro-3-nitrobenzoate (910 mg, 4.27 mmol) prepared in the Step 1-1-1 in tetrahydrofuran was slowly added to the mixture. The resulting mixture was stirred at a room temperature for 4 hours. The mixture was concentrated, and chloroform was added thereto. The resulting mixture was washed with a saturated sodium bicarbonate solution. The washed product was dried over anhydrous magnesium sulfate and then concentrated. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=1:1) and washed with methanol to give the title compound (360 mg, 27%) as a yellow powder.

Provenance & Evidence