Allyloxy - oxetanes and alkoxy - oxetanes and their production.

摘要

1,128,055. 3-Alkoxy oxetanes. OLIN MATHIESON CHEMICAL CORP. 27 Sept., 1965 [28 Sept., 1964 (2)], No. 41014/65. Heading C2C. [Also in Division C3] The invention comprises oxetanes of the formula where R and RSP1/SP represent hydrogen or a C 1-5 alkyl group and RSP11/SP is a C 1-20 alkyl group or a group of the formula where n is 2-5, or a group -H 2 .CH=CRRSP1/SP. The compounds are prepared by reacting an ether of the formula where X is Cl, Br or I, with 1-5 moles per mol. ether, of an aqueous alkali metal hydroxide solution, preferably at 75-150‹ C. The ether reactants may be prepared by reacting an unsaturated alcohol of the formula and an alcohol of the formula RSP11/SPOH with chlorine, bromine or iodine. The ethers in which RSP11/SP is -CH 2 -CH=CRRSP1/SP are obtained by using an excess of the alcohol in place of the alcohol RSP11/SPOH. The corresponding 2-chloro-3-alkoxy propanols may be obtained as by-products of this process; when the unsaturated alcohol is allyl alcohol, some glycerol dichlorohydrin may be formed. Examples relate to the preparation of 3-methoxy-, 3- ethoxy-, 3-cyclohexoxy-, 3-dodecoxy-, 3-nbutoxy-, and 3-allyloxy-oxetane. The oxetanes can be copolymerized with tetrahydrofuran (see Division C3).