Ethanol → 2-Ethyl-3a,4,5,9b-tetrahydro-6,7-dimethoxy-1H-benz[e]isoindole-1,3(2H)-dione

Participants

Reaction Steps

A solution of thee compound of example 3 (1.5 g, 5.8 mmole), absolute ethanol (0.42 mL, 7.3 mmole), triphenylphosphine (1.5 g, 5.8 mmole), and dry THF (9.8 mL) was stirred under N2 at 15° C. as diethyl azodicarboxylate (0.92 mL, 5.8 mmole) was added dropwise. The reaction mixture was stirred at room temperature for 18 hrs., then the crude reaction mixture was chromatographed on silica gel, eluting with CH2Cl2 containing 0.5% EtOH to obtain 0.96 g yellow solid (57%); M+ 289.

Provenance & Evidence