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| A mixture of benzoic acid (122 mg, 1mmol) and hexachloroacetone (132 mg, 0.5 mmol) in methylene chloride (2 mL) was stirred under argon and cooled down to -78¡æ. Triphenylphosphine (262 mg, 1 mmol) in methylene chloride (1 mL) was added dropwise and the mixture was stirred for 20 min. The acyl chloride solution was then treated with a solution of benzylamine (107 mg, 1 mmol) in methylene chloride (1 mL) dropwise, followed by triethylamine (101 mg, 1mmol) in methylene chloride (1 mL) the reaction mixture was then allowed to reach room temperature after which the solvent was evaporated under high vacuum. The dry residue was suspended in 20% ethyl acetate in hexane (4 mL) and silica gel added in order to obtain pasta. This pasta was added onto the top of a silica gel column and the elution performed with the same solvent. The pure fractions provided the title compound as a white solid (187 mg, 95%): m. p. 102¡æ. |
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