STUDY IN TERPENE SERIES .11. THE DEHYDROXYMETHYLATION OF BICYCLIC PRIMARY TERPENIC ALCOHOLS BY HYDROGENOLYSIS IN THE PRESENCE OF NICKEL CATALYSTS
STUDY IN TERPENE SERIES .11. THE DEHYDROXYMETHYLATION OF BICYCLIC PRIMARY TERPENIC ALCOHOLS BY HYDROGENOLYSIS IN THE PRESENCE OF NICKEL CATALYSTS
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DOI：
10.1021/ja01153a014
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发表时间：
1951-01-01
影响因子：
15
通讯作者：
PINES, H
中科院分区：
文献类型：
--
作者：
IPATIEFF, VN;CZAJKOWSKI, GJ;PINES, H
研究了双环伯醇的脱羟甲基化反应，得到比原醇少一个碳原子的烃。所用催化剂为镍-硅藻土、雷尼镍和镍-氧化铝。研究的醇是：氢化诺卜醇、诺卜醇、桃金娘烷醇和2-甲基-5-羟甲基双环[3.2. 1]辛烷值氢解在大多数情况下在160-180和65-100大气压下以良好的产率进行。桃金娘烷醇氢解生成的2，2-二甲基降蒎烷在铂-氧化铝催化剂上脱氢生成异丙苯，以前的文献[1· 3]表明，在镍催化剂存在下，伯醇生成少一个碳原子的烃。在萜烯系列中的许多反应期间发生的广泛的异构化使得人们感兴趣的是确定伯双环萜烯醇的裂解是否伴随着异构化。镍硅藻土，4镍氧化铝1（77% NiO-23%
The dehydroxymethylation of primary bicyclic alcohols to hydrocarbons containing one carbon atom less than the original alcohols has been studied. The catalysts used were nickel-Kieselguhr, Raney nickel and nickel-alumina. The alcohols investigated were: hydronopol, nopol, myrtanol and 2-methyl-5-hydroxymethylbicyclo [3.2. 1] octane. The hydrogenolysis proceeded in most cases in good yields at 160-180 and 65-100 atmospheres of pressure. 2, 2-Dimethylnorpinane formed from the hydrogenolysis of myrtanol, yielded isopropylbenzene on the dehydrogenation over platinum-alumina catalyst.In previous papers1· 3 it was shown that, inthe presence ofnickel catalysts, primary alcohols yield hydrocarbons having one less carbon atom. The extensive isomerization that occurs during many reactions in the terpene series made it of interest to ascertain if the cleavage of primary bicyclic terpene alcohols is accompanied by isomerization. Nickel-kieselguhr, 4 nickel-alumina1(77% NiO-23%