Hydrochloric Acid → HCID 13520250, compound

Participants

Reaction Conditions

Reaction Steps

Mix 4.74 g (20 mmole) of 3-cyano-10,11-dihydro-dibenzo[b,f]thiepin with 7.56 g (40 mmole) anhydrous stannous chloride and 150 ml ether saturated with anhydrous hydrogen chloride. Stir the mixture at 25° C. for approximately 50 hours to produce a crystalline solid suspended in the reaction mixture. Shake the crystalline solid with 200 ml ice water, and extract with 150 ml ethyl acetate using methanol to dissolve any residual lumpy yellow solid. Separate the ethyl acetate layer containing the product, and after washing with water/saturated chloride solution and drying, the ethyl acetate is removed by evaporation to produce as a residue an amber-colored oil, which crystallizes overnight. Distill the crystalline residue under reduced pressure at 145° C. at 0.04 mm. The distilled product crystallizes, m.p. 55.5°-56.5° C.

Provenance & Evidence