GB549200A - Manufacture of a synthetic oestrogenic agent - Google Patents

Abstract

549,200. Synthetic oestrogens. DAVIES, J. S. H., and IMPERIAL CHEMICAL INDUSTRIES, Ltd. Feb. 4, 1941, No. 17240/40. [Class 2 (iii)] Tri-p-anisyl-bromoethylene is prepared by reacting bromine with tri-p-anisyl ethylene in approximately equimolecular proportions in an inert organic solvent, the reaction and removal of solvent being carried out at ordinary or elevated temperatures, provided that if temperatures above 100‹C. are used, the hydrogen bromide which is formed is rapidly removed from contact with the reaction product. The preferred method is to carry out the reaction at room temperature and allow the reaction to proceed without external heating, the solvent being removed under diminished pressure. Alternatively a solvent such as pyridine may be used which absorbs the hydrogen bromide as it is formed, or the reaction mav be carried out in nitrobenzene in the presence of sodium carbonate. In examples, bromide is added to tri-p-anisylethylene at room temperature in chloroform solution, the solvent removed under low pressure. There is then obtained tri-p-anisylbromoethylene. Other examples are included in which ether, glacial acetic acid, pyridine, chlorbenzene and nitrobenzene are used as solvents.