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Citation: YAN Hai-Ying, YANG Ze-Hui, YANG Lü, CHEN Xin-Zhi. A New Synthesis Technology of 1-(2,6,6-Trimethyl-1-cyclohexenyl)-3-methyl-2-buten-4-al[J]. Chinese Journal of Applied Chemistry, ;2005, 22(2): 213-215. shu

A New Synthesis Technology of 1-(2,6,6-Trimethyl-1-cyclohexenyl)-3-methyl-2-buten-4-al

1.
College of Material Science and Chemical Engineering, Zhejiang University, Hangzhou 310027

Corresponding author: CHEN Xin-Zhi,
Received Date: 8 March 2004
Available Online: 6 May 2004

The present paper covers a new process for the synthesis of 1-(2,6,6-trimethyl-1-cyclohexenyl)-3-methyl-2-buten-4-al with dimethyl sulfide, bromomethane and β-ionone as primary materials in four steps, via the carbine reaction of dimethyl sulfide and bromomethane, the cyclization of trimethylsulfonium bromide and β-ionone, the opening of epoxy compound and isomerization of C₁₄-aldehyde. The overall yield is 77%. The structure of the titled product was characterized by GC/MS, IR and ¹H NMR. The process has many advantages such as facile low-cost materials, high conversion, short reaction time, mild reaction ondition, and less by-products. Furthermore, the part materials can be recycled, the cost and pollution are reduced, so it is feasible for industry production.
- trimethylcyclohexenyl)methylbutenal,
- carbene reaction,
- β-ionone,
- trimethylsulfonium bromide
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