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The synthesis of 14C -3- chloro -, 3 - bromo - and 3 - iodo -propan - 1, 2 - diol and 2, 3 - epoxypropan - 1 -01

✍ Scribed by A. R. Jones

Publisher
John Wiley and Sons
Year
1973
Tongue
French
Weight
163 KB
Volume
9
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

A convenient procedure has been developed for the synthesis of ^14^C‐3‐chloropropan‐1, 2‐diol (α‐chlorohydrin, I) from ^14^C‐glycerol which can also be applied to the preparation of ^14^C‐3‐bromopropan‐1, 2‐diol (α‐bromohydrin, III). These two compounds can be converted, respectively, by nucleophylic displacement with sodium iodide ^14^C‐3‐iodopropan‐1, 2‐diol (α‐iodohydrin, II) and by alkaline epoxidation to ^14^C‐2, 3‐epoxypropan‐1‐01 (glycidol, IV). The use of readily available u, 1, 3‐ or 2‐ ^14^C‐glycerol thus enables the title compounds to be synthesised readily and any desired labelling pattern as useful 3‐carbon intermediates for further radioactive syntheses.

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