Radical-initiated reduction of chloroformates to alkanes by tri-n-propylsilane. A method for removal of unwanted hydroxy-groups from organic molecules
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- p. 1207-1211
- https://doi.org/10.1039/p19800001207
Abstract
Chloroformates of primary and secondary alcohols, produced by the reaction of the alcohol with phosgene, are reduced to the corresponding alkane in excellent yields by reaction with tri-n-propylsilane in the presence of t-butyl peroxide at 140 °C. Unusually large amounts of initiator are required [0.5–1.1 mol (ButO)2 per mol of RO·CO·Cl]. The results are rationalized in terms of a free-radical reaction scheme.Keywords
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