摘要
4-羟基-3-甲氧基苯基丙酮是重要的有机合成中间体。以香草醛为起始原料,与硝基乙烷进行Henry反应脱水制得2-甲氧基-4-(2-硝基-1-丙烯基)苯酚,然后经钯碳-甲酸铵催化氢转移还原反应得到2-甲氧基-4-(2-肟基丙基)苯酚,再与稀硫酸溶液反应得到目标化合物4-羟基-3-甲氧基苯基丙酮,纯度>99.3%(HPLC),总收率57.1%。化学结构经1HNMR、13CNMR、13CNMR(DEPT-135°)确证。
The compound 4-hydroxy-3-methoxyphenylacetone （1） was a key intermediate of drug synthesis. Vanillin was treated with nitroethane in presence of n-butylamine and glacial acetic acid in toluene and refluxing for 8 h to give 2- methoxy-4-（2- nitro-l- propenyl） phenol （_2）. And then the compound （_2） was catalytic transfer hydrogenated with Pd/ C-HCOONH4 giving product 2-methoxy-4-（2-oximepropenyl） phenol（3）. 1 was prepared by reaction of the compound 3 with aqueous sulfuric acid. The total yield of product was 57.1% and the purity was greater than 99.3%. Synthetic procedure became simple after optimization of this reaction conditiom. The chemical structure of the target product was characterized by 1H NMR, 13C NMR, 13C NMR （DEPT-135°）.
出处
《精细化工中间体》
CAS
2008年第2期45-47,60,共4页
Fine Chemical Intermediates
基金
天津市科技发展计划项目(043185111-7)
