Citation:
AI Xin-Miao, XU Gang, WU Jian-Ping, YANG Li-Rong. Synthesis of 2,4,6-Trimethylbenzaldehyde[J]. Chinese Journal of Applied Chemistry,
;2007, 24(2): 232-234.
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2,4,6-Trimethylbenzaldehyde(4) was synthesized from mesitylene via nitration,reduction,diazo-tization and treatment with formaldoxime in an overall yield of about 37.82% with a purity of 98%.Reaction of 1,3,5-mesitylene with a mixed acid of fuming nitric acid and glacial acetic acid in acetic anhydride at 5℃gave 2,4,6-trimethylnitrobenzene(1) with a yield of 90.6%,which was reduced by Fe and hydrochloric acid in a mixed solvent of water and ethanol to give 2,4,6-trimethylaniline(2) with a yield of 80.27%.Diazo reaction of compound 2 gave diazonium salt(3),which was then dropped into a solution of fresh formaldo-xime,CuSO4 and Na2SO3.The product was distilled,giving 2,4,6-trimethylbenzaldehyde(4) in a yield of 52%.The structure of the target compound was confirmed by means of MS and 1H NMR.
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Keywords:
- mesitylene,
- trimethylbenzaldehyde,
- formaldoxime,
- synthesis
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