Ammonium Chloride → HCID 70414527, compound

Participants

Reaction Steps

To a solution of sodium metal (0.116 g) in methanol (180 ml) was added {[9a-(2-acetoxyethyl)-5,6-dichloro-3-oxo-2,3,9,9a-tetrahydro-1H-fluoren-7-yl)oxy]acetonitrile (7.2 g, 18.3 mMole). The reaction mixture was stirred for 11/4 hours in a nitrogen atmosphere then treated with ammonium chloride (2.0 g, 37 mMole) and stirring was continued for 21/2 hours. The methanol was evaporated in vacuo, the residue dissolved in water, treated with 10N NaOH (10 ml), extracted with diethyl ether (100 ml) and then CH2Cl2 (3×50 ml), washed with water, dried over potassium carbonate and evaporated in vacuo. The residue was dissolved in diethyl ether, treated with a slight excess of ethanolic HCl, filtered under nitrogen, and washed with diethyl ether to give the {[9a-(2-acetoxyethyl)-5,6-dichloro-3-oxo-2,3,9,9a-tetrahydro-1H-fluoren-7-yl]oxy}ethanimidamide hydrochloride.

Provenance & Evidence