A Convenient Procedure for the Quantitative Conversion of Reactive Alcohols and Olefins into the Corresponding Chlorides

Herbert C. Brown; Min Hon Rei

doi:10.1021/jo01342a024

A Convenient Procedure for the Quantitative Conversion of Reactive Alcohols and Olefins into the Corresponding Chlorides

Herbert C. Brown
, Min Hon Rei

Purdue University

Research output: Contribution to journal › Journal Article › peer-review

93 Scopus citations

Abstract

The hydrogenator previously described, which generates hydrogen automatically from sodium borohydride to achieve the quantitative hydrogenation of unsaturated compounds, has been adapted to the hydrochlorination of reactive alcohols and olefins. In this procedure hydrogen chloride is generated automatically as required to react with the alcohol or olefin, and the generation ceases when the reaction is complete. In this manner it is possible both to follow the rate of utilization of the hydrogen chloride and to convert the alcohol or olefin essentially quantitatively into product without excessive contact with the hydrochlorination reagent.

Original language	English
Pages (from-to)	1090-1093
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	31
Issue number	4
DOIs	https://doi.org/10.1021/jo01342a024
State	Published - 01 04 1966
Externally published	Yes

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title = "A Convenient Procedure for the Quantitative Conversion of Reactive Alcohols and Olefins into the Corresponding Chlorides",

abstract = "The hydrogenator previously described, which generates hydrogen automatically from sodium borohydride to achieve the quantitative hydrogenation of unsaturated compounds, has been adapted to the hydrochlorination of reactive alcohols and olefins. In this procedure hydrogen chloride is generated automatically as required to react with the alcohol or olefin, and the generation ceases when the reaction is complete. In this manner it is possible both to follow the rate of utilization of the hydrogen chloride and to convert the alcohol or olefin essentially quantitatively into product without excessive contact with the hydrochlorination reagent.",

author = "Brown, \{Herbert C.\} and Rei, \{Min Hon\}",

year = "1966",

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N2 - The hydrogenator previously described, which generates hydrogen automatically from sodium borohydride to achieve the quantitative hydrogenation of unsaturated compounds, has been adapted to the hydrochlorination of reactive alcohols and olefins. In this procedure hydrogen chloride is generated automatically as required to react with the alcohol or olefin, and the generation ceases when the reaction is complete. In this manner it is possible both to follow the rate of utilization of the hydrogen chloride and to convert the alcohol or olefin essentially quantitatively into product without excessive contact with the hydrochlorination reagent.

AB - The hydrogenator previously described, which generates hydrogen automatically from sodium borohydride to achieve the quantitative hydrogenation of unsaturated compounds, has been adapted to the hydrochlorination of reactive alcohols and olefins. In this procedure hydrogen chloride is generated automatically as required to react with the alcohol or olefin, and the generation ceases when the reaction is complete. In this manner it is possible both to follow the rate of utilization of the hydrogen chloride and to convert the alcohol or olefin essentially quantitatively into product without excessive contact with the hydrochlorination reagent.

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DO - 10.1021/jo01342a024

M3 - 文章

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ER -

A Convenient Procedure for the Quantitative Conversion of Reactive Alcohols and Olefins into the Corresponding Chlorides

Abstract

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