Sodium Chloride → HCID 15351969, compound

Participants

Reaction Steps

5.295 g of N-chlorosuccinimide is added at 60° C. under an inert atmosphere to a solution of 13.6 g of 11β-[4-(phenylmethoxy) phenyl]-estra-4,9-diene-3,17-dione in 120 ml of dimethylformamide, agitation is carried out for 10 minutes then the reaction medium is poured into a saturated aqueous solution of NaCl, followed by extraction, washing, drying and evaporating under reduced pressure until the crude product is obtained (m=19.128 g). A second trial is carried out, the crude products are collected and purified by chromatography eluting with an ethyl acetate-cyclohexane mixture 30/70. 23.28 g of expected pure product is obtained. (Rf ACOET/cyclohexane 30/70=0.19). NMR (CDCl3): 0.58 (s): CH3 in position 18; 3.25 (dt): 1H equatorial H6; 4.39 (dl): H11; 5.02 (s): CH2Ph; 6.89: H in ortho position of Ph—O; 7.06: H in meta position of Ph-o; 7.29 to 7.45: aromatic H of CH2—Ph.

Provenance & Evidence