Toluene → HCID 13175526, compound

Participants

Reaction Steps

4-t-Butyl-2,6-dinitrochlorobenzene (1.8 grams; 0.007 mole), aminoacetaldehyde dimethyl acetal (1.5 grams; 0.0014 mole) and toluene (50 ml) were placed in a glass reaction vessel equipped with a stirrer, heating mantle, reflux condenser and thermometer and stirred overnight. Diethyl ether (50 ml) was added to the reaction mixture which was filtered and the filtrate then was evaporated. Toluene (50 ml), ethylene glycol (0.49 grams) and P-toluenesulfonic acid were added and the solution was refluxed for 2 hours. Then one-half the toluene was removed by distillation. The residue was chromatographed on silica to remove unreacted starting materials. The product (1.3 grams) was obtained as a yellow solid (melting point 81°-82° C.).

Provenance & Evidence