25940-39-0Relevant academic research and scientific papers
10&β-Chloro-17&β-hydroxyestra-1,4-dien-3-one and its Related Compounds
Mukawa, Fumikazu
, p. 457 - 460 (2007/10/02)
Chlorination of steroidal ring A phenols with N-chloro imide reagents (e.g.N-chlorosuccinimide and trichloroisocyanuric acid) afforded the 10β-chloroestra-1,4-dien-3-one (2) together with a smaller proportion of 2,4,10β-trichloroestra-1,4-dien-3-one (4), 2,10β-, and 4,10β-dichloroestra-1,4-dien-3-one .In contrast with the results of bromination using N-bromo imide reagents, only substitution of aromatic ring A was observed.The structure of compound (2b) was established by an X-ray diffraction study.Compounds (2a) and (2b) were readily reduced to the original phenol, and compound (2a) underwent dienone-phenol rearrangement with acetic anhydride-sulphuric acid to yield 4-chloroestra-1,3,5(10)-triene-1,17-diyl diacetate (7).
