6-Methoxy-2H-1-benzopyran → HCID 131715140, compound

Participants

Reaction Steps

To stirred solution of 79 g of 6-methoxy-2H-[1]benzopyran (J. Org. Chem. 1973, 38, 3832) and 17.6 g of cuprous iodide-trimethyl phosphite (Synthesis 1971, 658) in 400 ml toluene, is added at 103° 125 g dimethyl diazomalonate (Synthesis 1971, 658) over a period of 30 min. After stirring 1.5 h, the reaction mixture is cooled, filtered through Celite, concentrated under reduced pressure and flash chromatographed with ethyl acetate/hexane (3:7) to give cis-(±)-dimethyl 1,1a,2,7b-tetrahydro-6-methoxybenzo[b]cyclopropa[d]pyran-1,1-dicarboxylate.

Provenance & Evidence