N,N-Diethylaniline → HCID 22272849, compound

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Reaction Steps

To a solution of 2,6-diisopropyl-3-fluoroaniline (synthesized by the method described in the Japanese Patent Application Laid open No. Sho. 63-208556) (550 mg, 2.82 mmol) indichloromethane (20 ml) were added N,N-diethylaniline (478 mg, 3.94 mmol) and bromoacetyl bromide (649 mg, 3.22 mmol) successively with ice-cooling, and stirred at room temperature for 2 hours. The reaction solution was diluted with water and extracted with chloroform. The organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate and concentrated in vacuo. The resulting residue was purified by a silica gel column chromatography (silica gel 50 g, developing solvent; hexane:ethyl acetate=7:1 3:1) to provide 730 mg (yield 82%) of 2-bromo-N-(2,6-diisopropyl-3-fluorophenyl)acetamide as colorless prisms.

Provenance & Evidence