Toluene → HCID 20291872, compound

Participants

Reaction Steps

The starting material used in the above example can be prepared as follows: A mixture of 9.6 g (0.05 mol) of 3-nitrophthalic anhydride, 12.9 g (0.055 mol) of 1-ethyl-10,10-dimethyl-11-hydroxy-1-aminoundecane, 150 ml of toluene and 250 ml of dimethylformamide is heated to the boil, the water formed being removed azeotropically. The reaction mixture is then evaporated to dryness. The residue is dissolved in 150 ml of methylene chloride and the solution is extracted with three times 50 ml of 10% sodium carbonate solution. The methylene chloride solution is then dried over anhydrous sodium sulphate and evaporated. 20.9 g (about 100% of theory) of N-(1-ethyl-10,10-dimethyl-11-hydroxyundecyl)-3-nitrophthalimide are obtained in the form of a viscous oil which gradually crystallises after standing for several weeks; melting point 66°-68° C.

Provenance & Evidence