HCID 12870305, compound → AC1L7QBR

Participants

Reaction Steps

Method A. The diester diamide 11 (0.65 g, 1.88 mmol) was added to a solution of Na (0.173 g) in 7 mL of absolute EtOH at room temperature under argon. The resulting suspension in NaOEt was heated at 85° C. for 6 hours, during which time the reaction mixture became turbid. Following stirring at room temperature for 14 hours, the solvent was removed under reduced pressure, and the residual solid was dissolved in 3 mL of H2O. The aqueous solution was acidified (concentrated HCl, pH 2), and the crystalline compound obtained upon cooling in the refrigerator was filtered, washed with 5 mL of cold H2O followed by 5 mL of ethanol, and dried: yield 0.333 g (70%); mp 282°-284° C. dec. This compound was identical in all respects with the cis tricyclic compound 2 prepared from diamide 7 as previously described.

Provenance & Evidence