N-甲基吡咯烷酮促进布洛芬VC酯和布洛芬异VC酯的合成

N-Methyl Pyrrolidone-promoted Synthesis of Ascorbicylibuprofenate and Isoascorbicylibuprofenate

在N-甲基吡咯烷酮（NMP）的促进下,布洛芬与SOCl2反应得到酰氯后,再与加入的L-抗坏血酸（VC）或D-异抗坏血酸（异VC）反应合成布洛芬VC酯和布洛芬异VC酯。以布洛芬VC酯合成为例,考察了NMP用量、酰氯化反应时间、成酯反应时间和物料比对反应产率的影响。结果表明,5 mmol布洛芬、5 mL NMP、n（布洛芬）∶n（SOCl2）∶n（VC）=1.0∶1.2∶1.4,25℃酰氯化反应0.5 h,25℃成酯反应10 h,布洛芬VC酯产率为86.20%。产物结构经1HNMR、13CNMR、IR和ESI-MS确证。

Ascorbicylibuprofenate and isoascorbicylibuprofenate was synthesized via acyl chlorination of ibuprofen with SOCl_2 in N-methyl pyrrolidone（NMP）,followed by esterification with ascorbic acid or isoascorbic acid.The effect of such factors as NMP amount,acyl chlorination time,esterification time and molar ratio of reactants on the yield of ascorbicyl 2-（4-isobutylphenyl） propanoate was investigated.It was found that the yield could reach 86.20% under the optimal reaction conditions 5 mmol of ibuprofen,5 mL NMP,and n（ibuprofen）∶n（SOCl2）∶n（VC）=1.0∶1.2∶1.4,acyl chlorination at 25℃ for 0.5 h,esterification reaction at 25℃ for 10 h.The title compound was characterized by ~1HNMR,^（13）CNMR,IR and ESI-MS.