【摘要】 目的 制备高纯度的异噁唑类化合物3′，5′-二氯-4-氟-2,2,2-三氟苯乙酮。方法 以4-硝基苯胺为起始原料，经氯代琥珀酰亚胺氯化得到2,6-二氯-4-硝基苯胺，然后经亚硝酸重氮化，氯化亚铜催化下得到3,4,5三氯硝基苯；在二甲亚砜溶液中，将3,4,5三氯硝基苯经氟化钾氟化反应得到3,5-二氯-4-氟硝基苯，再将其雷尼镍催化下加氢还原得到3,5-二氯-4-氟苯胺，并在溴化氢溶液中进一步经重氮化得到3,5-二氯-4-氟溴苯，最后将其与三氟乙酸乙酯经格氏反应得到目标产物。结果 通过6步反应成功合成了3′，5′-二氯-4-氟-2,2,2-三氟苯乙酮，目标产物总收率为75%，其纯度经核磁谱图验证大于99%。结论 该合成工艺简单，反应条件温和，收率较高，适合工业化生产。更多还原

【Abstract】 Object To obtain high-purity isoxazole compound 3′,5′-dichloro-4-fluoro-2,2, 2-trifluoroacetophenone. Methods Using 4-nitroaniline as the starting material, 2,6-dichloro-4-nitroaniline was synthesized via chlorination using chlorosuccinimide. Subsequently, 3, 4, 5-trichloronitrobenzene was obtained through diazotization with sodium nitrite in the presence of cuprous chloride as a catalyst. In the dimethyl sulfoxide solution, 3, 4, 5-trichloronitrobenzene was fluorinated with potassium fluoride to obtain 3, 5-dichloro-4-fluoronitrobenzene. Then it was hydrogenated and reduced under the catalysis of Raney nickel to obtain 3, 5-dichloro-4-fluoridine. Further diazotization was carried out in hydrogen bromide solution to obtain 3, 5-dichloro-4-fluorobenzene. Finally, the target product 3′, 5′-dichloro 4-fluoro-2, 2, 2-trifluoroacetophenone was obtained by Grignard reaction with trifluoroacetic acid ethylester. Results 3′, 5′-Dichloro-4′-fluoro-2, 2, 2-trifluoroacetophenone was successfully synthesized via a six-step synthetic route, achieving a total yield of 75%. The purity of the target compound was determined to exceed 99% by 1H NMR spectroscopy. Conclusion The synthesis procedure under mild reaction conditions is straightforward with a relatively high yield, making it suitable for industrial production.更多还原