4-Toluenesulfonyl chloride → HCID 68982248, compound

Participants

Reaction Steps

2-[benzyl(3-chloro-4-fluorophenyl)amino]propan-1-ol (1-6, 0.060 g, 0.204 mmol) in CH2Cl2 was treated with triethylamine (0.028 mL, 0.204 mmol) and TsCl (0.042 g, 0.204 mmol). The resulting solution was allowed to stir 12 h. Additional TsCl (0.084 g, 0.408 mmol) was added and allowed to stir until complete. Upon completion, the reaction mixture was partitioned between NaHCO3 (sat. aq) and CH2Cl2 (3×2 mL). The combined organic layers were dried with Na2SO4, filtered, and concentrated to yield N-benzyl-3-chloro-N-(2-chloro-1-methylethyl)-4-fluoroaniline.

Provenance & Evidence