Organic reactions in melts and solids. Part IV. Hydrogenolysis of bromo-compounds by neat benzoin

Michael Michman*, Yuval Halpern, Saul Patai

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

Bromine was substituted by hydrogen when certain bromo-compounds were melted together with neat benzoin. The reaction is highly selective. Benzoin (but not other secondary alcohols) serves as a hydrogenating agent and only bromine adjacent to an activating function (e.g., a keto or ester group) is substituted. Hydrogen bromide is a specific catalyst for the reaction. The reaction is fast, gives high yields, and is of preparative value.

Original languageEnglish
Pages (from-to)93-95
Number of pages3
JournalJournal of the Chemical Society B: Physical Organic
DOIs
StatePublished - 1967

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