1,4-Naphthoquinone → HCID 19701072, compound

Participants

Reaction Steps

A solution of naphthoquinone (632 mg, 4 mmol) and 2-fluoro-2-propenal N,N-dimethylhydrazone was refluxed for 22 hours in dry chloroform (15 ml.) Another portion of naphthoquinone (0.41 g, 2.59 mmol) was added and the reflux continued for 3 more hours. After the solvent was evaporated at reduced pressure, silica gel column chromatography with elution with ethyl-ether-petroleum ether (1:1) yielded 187 mg (21%) of compound (I-1) and 42 mg (5%) of 3-fluoro-1,4-dihydro-1-azaanthracen-9,10-dione. m.p. 214° C. (MeOH).

Provenance & Evidence