HCID 23047401, compound → HCID 23047448, compound

Participants

Reaction Steps

A mixture of 2-hydroxymethyl--3-isopropyl-1phenylpyrrolo-[2,1-a]isoquinoline (2.05 g), activated manganese dioxide (22.56 g) and diethyl ether (120 ml) was stirred at the ambient temperature under an atmosphere of argon for 16 hours. The suspension was then filtered, the filtrate was evaporated and the resulting residue was subjected to flash chromatography on silica gel, using as eluent a mixture of petroleum ether (b.p. 40°-60° C.) and diethyl ether (3:1 v/v), to give 3-isopropyl-1-phenylpyrrolo[2,1-a]isoquinoline-2-carboxaldehyde (1.3 g) in the form of a yellow solid, m.p. 134°-136° C. [N.M.R. (in CDCl3): 1.54 (6H, d, J=7 Hz), 4.30 (1H, septet, J=7 Hz), 6.82 (1H, d, J=8 Hz), 7.06-7.54 (9H, m), 7.89 (1H, d, J=8 Hz) and 9.76 (1H, s); Mass spectrum (electron impact) m/e=313].

Provenance & Evidence