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Citation: XU Yan-Jie, MENG Yi, ZHANG Fang-Li, CHEN Li-Gong. Synthesis of 2-Methyl-aliphatic alcohol by Mannich Reaction[J]. Chinese Journal of Applied Chemistry, ;2003, 20(7): 696-698. shu

Synthesis of 2-Methyl-aliphatic alcohol by Mannich Reaction

1.
School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072

Corresponding author: CHEN Li-Gong,
Received Date: 4 December 2002
Available Online: 3 April 2003
Fund Project: 国家先进农业科学技术引进项目(国家"948"项目)(98-4-26) (国家"948"项目)(98-4-26)教育部高等学校骨干教师基金资助项目(02227406314) (02227406314)

The key intermediates of the sex pheromone of the pine sawfly 2-methyl-octanol and 2-methyl-decanol were synthesized from n-octanol and n-decanol sucessively via the oxidation with pyridinium chlorochromate(PCC), Mannich reaction, catalytic transferhydrogenation over Pd/C and reduction by LiAlH₄ in the total yield of 23.4% and 38.8%, respectively. Using acetic acid as solvent of pH=7, the yield of α-hexyl-acrolein in Mannich reaction was up to 70.1% in the optimized condition. 2-Methyl-dodecanol was similarly synthesized with the same procedure in the total yield of 48.2%.
- methyl-octanol,
- Mannich reaction,
- methyl-decanol,
- methyl-dodecanol
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