LXXII.—Active and inactive phenylalkyloxyacetic acids

Alex. McKenzie
1899 Journal of the Chemical Society Transactions  
THE replacement of the alcoholic hydrogen in active malic, lactic, and tartaric acids by alkyl groups causes a striking increase of optical activity. The primary object of the following investigation was to ascertain the effect of a similar replacement in the much more highly active mandelic acid. Schreiner's method for making inactive ethereal alkyloxy-salts (An- nalew" 18$9,197,12) has not as yet been successfully applied in the case of active compounds. Purdie and Williamson, for instance,
more » ... on, for instance, found (Trans., 1896, 69, 819) that the nlkyloxypropionates produced by the action a t ordinary temperature of sodium ethoxide on active ethylic a-halogen propionates were inactive, and J. Wallace Walker informs me that he has had a similar experience in applying the same reaction to an active ethereal halogen phenylacetste.
doi:10.1039/ct8997500753 fatcat:x4ofqucxsreshdcytg3xwgfkh4