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By 0. STEPHENSON.[Reprint Order No. 5043.1The method described earlier (J., 1951, 1589) for the preparation of l-aryloxy-3-chloropropan-2-ols has been improved to give increased yields. The condensation of catechol with epichlorohydrin in the presence of basic catalysts has been investigated and the hitherto unknown bisglycide ether (VI I I) obtained.THE preparation of l-aryloxy-3-chloropropan-2-ols (I) by condensation of phenols with epichlorohydrin in the presence of basic catalysts (cf. i) has been described by Bradley, Forrest, and Stephenson (J., 1951, 1689). The method, however, is not entirely satisfactory as optimum yields of products are only obtained by leaving reaction mixtures at room temperature for periods exceeding one month. For this reason and because of the increasing importance of the products as intermediates, their preparation has been studied further and an improved procedure developed. /O\ Ar*OH + CH,---CHCH&l ---F ArO*CHa*CH(OH)*CHaCl (I) + HO*CH(CH,*OAr)a (111) . (i) HO-/O\ ArO*CH,*CH(OH)*CH,CI __t ArO*CH,CH---CH, (11) .

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T h e Catalysed Trans fey of Hydrogen Chloride, etc . 1589 359. The Catalysed Transfer of Hydrogen Chloride from Chlorohydrins to Epoxides. Derivatives.

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