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A Simple, Cost-effective Synthesis of Industrially Important Long Chain Primary Alcohols

机译:简单,经济高效的工业重要长链伯醇合成

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The hydroboration oxidation of high molecular weight α-olefins (C18-C30+) with sodium malonyloxyborohydride (SMB) to generate the corresponding primary alcohols is described. α-Olefins undergo hydroboration upon treatment with sodium borohydride (NaBH4) and malonic acid, methyl malonic acid, dimethyl malonic acid or ethyl malonic acid, and a straightforward oxidation of these alkyl boranes yields the anti-Markovnikov primary alcohols. Following recrystallization in n-hexane, n-octane, n-decane or n-dodecane, the target alcohols were isolated in high purity (99%). The use of SMB and its derivatives will allow synthesis of larger (C18-C30+) primary alcohols on an industrial scale without the costs and hazards of current methods.
机译:描述了用丙二酰氧基硼氢化钠(SMB)对高分子量α-烯烃(C18-C30 +)进行硼氢化氧化生成相应的伯醇。 α-烯烃经过硼氢化钠(NaBH4)和丙二酸,甲基丙二酸,二甲基丙二酸或乙基丙二酸处理后进行硼氢化,这些烷基硼烷的直接氧化可制得反马尔科夫尼科夫伯醇。在正己烷,正辛烷,正癸烷或正十二烷中重结晶后,高纯度(> 99%)的目标醇被分离出来。 SMB及其衍生物的使用将允许在工业规模上合成较大的(C18-C30 +)伯醇,而没有目前方法的成本和危害。

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