Water → HCID 13799194, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 0.164 g of 1-bromo-2-(5-benzyloxy-4-methoxymethyl-beta-carbolin-3-yl)acetylene in 5 ml of abs. tetrahydrofuran is cooled under N2 atmosphere to -78° C. and mixed with 0.46 ml of a 1.4 molar solution of tertbutyllithium in pentane. After 1 hour stirring at -78° C. the reaction mixture is heated to room temperature and stirred for 1.5 hours more. Then it is carefully decomposed with water and extracted with dichloromethane. The organic phases are combined, dried and the solvent evaporated. The residue is chromatographed over silica gel with acetone/hexane=1+1 as eluant. 0.056 g of 5-benzyloxy-3-ethinyl-4-methoxymethyl-beta-carboline with a melting point of 207°-209° is obtained.

Provenance & Evidence