Nitric Acid → HCID 20271490, compound

Participants

Reaction Steps

Dissolve 8-methylthiodibenzo[b,f]thiepin-3-carboxaldehyde (5 mmole) in methylene chloride (100 ml); and while cooling the solution in an ice-bath, add a 1M solution of 90% nitric acid in methylene chloride (5 ml). Monitor the reaction mixture by tlc after 30 minutes, and add the nitric acid solution in small increments until starting material has disappeared. Treat the reaction mixture with sodium bicarbonate solution to remove acidic substances. Dry the organic solution, evaporate to dryness, and purify the title product by column chromatography on silica gel using 1:4 ethyl acetate/toluene for elution.

Provenance & Evidence