3-甲氧基-4-苄氧基苯乙胺盐酸盐的合成

Synthesis of 3-Methoxy-4-benzyloxyphenethylamine Hydrochloride

以香草醛为原料,先与溴苄合成苄醚,再与硝基甲烷缩合,经NaBH4/BF3.Et2O还原得相应的芳基乙胺,最后与氯化氢的乙酸乙酯溶液成盐,合成了目标产物3-甲氧基-4-苄氧基苯乙胺盐酸盐。考察了缩合反应的投料比、反应温度和反应时间,还原反应的还原剂用量和反应时间对反应收率的影响。优化后4步反应的总收率为79.4%,产品经ESI-MS和1HNMR确证了结构。

Vanillin was first treated with benzyl bromide for the benzylation, then the aldehyde was condensed with nitromethane. The product of the condensation was then reduced by sodium borohydride in the presence of boron trifluoride etherate to give 3-methoxy-4-benzyloxyphenethylamine which was lastly treated with hydrochloric ethyl acetate to give the final compound. The effects of reagent mole ratio, reaction temperature and reaction time on the yield of the condensation were studied, and also the effects of reducing agent proportion and reaction time on the yield of the reduction were studied. The total yield could reach up to 79. 4% in four steps, and the structure of the target compound was confirmed by means of ESI-MS and 1HNMR.