Synthesis of 3,3-Dimethyl-1-Butene

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Abstract

The tertiary butyl alcohol was chosen as a raw material to prepare 3,3-dimethyl-1-butene. The reaction conditions of tertiary butyl alcohol and concentrated hydrochloric acid were optimized. The yield was increased to 95% and the purity of product could reach 99% using 32% hydrochloric acid and CaCl₂ co-catalyst system. Then, the key-step of this method was the preparation of 1-chloro-3,3-dimethylbutane using tert-butyl chloride and ethylene. The influences of catalyst dosage and reaction temperature on the yield of product were investigated. The yield can be up to 85% when using anhydrous AlCl₃ as catalyst with catalyst dosage of n(AlCl₃):n((CH₃)₃CCl)=0.018:1 and the reaction temperature was -20—-17 ℃. Finally, the 3,3-dimethyl-1-butene was obtained by dehydrochlorination of 1-chloro-3,3-dimethylbutane. The impact of different solvents on the yield was studied. The results show that the best solvent is polyethylene glycol-400, which can improve the purity of product to more than 95% and the yield up to 88.5% without phase transfer catalyst.

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	Articles by authors
	Li Ning
	Tang Xiangyang
	Qi Xin

Keywords： tertiary butyl alcohol； 3,3-dimethyl-1-butene； 1-chloro-3,3-dimethylbutane； fine chemical intermediates

Received 2013-08-22;

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Li Ning, Tang Xiangyang, Qi Xin.Synthesis of 3,3-Dimethyl-1-Butene[J] Chemcial Industry and Engineering, 2015,V32(6): 22-25,73

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