GB462383A - Production of morpholine vinyl ethers and n-bis morpholinium halides - Google Patents

Abstract

N-bis-Morpholinium halides are isolated from the reaction mixture obtained according to Specification 457,481 by reacting a b : b <1>-dihalogenated dialkyl ether with ammonia, or are formed by treating morpholine or its homologues with b : b <1>-dihalogenated dialkyl ethers. In each case, the reaction is effected under alkaline conditions, for which purpose caustic alkali may be used or even an excess of ammonia or morpholine. The morpholinium halides may be converted into the corresponding morpholine alkyl vinyl ethers by treatment with a strong alkali, preferably with heating, a morpholinium hydroxide being intermediately formed. The examples describe (1) the interaction of b : b <1>-dichlorodiethyl ether with ammonia in water or methanol in the molar proportions of 1 : 10 or 14 and the treatment of the mixture with caustic soda solution to form N - morpholine - 2 - ethyl - vinyl ether; cuprous chloride may be present as catalyst for the first phase; (2) the preparation of dimethylmorpholine-isopropyl-isopropenyl ether by treating the reaction product of b : b <1>-dichloroisopropyl ether and excess of ammonia with caustic soda; (3) the reaction of b : b <1>-dichloroisopropyl ether with morpholine in the presence of caustic soda, the isolation of dimethyl-bis-morpholinium chloride by extraction with isopropanol and its conversion into dimethylmorpholine-ethyl-vinyl ether by heating the chloride with alcoholic caustic soda.