Methanol → HCID 10515058, compound

Participants

Reaction Steps

13.68 g (114.8 mmol) of dimethylformamide-dimethylacetal (under nitrogen) is added to 20.0 g (99.83 mmol) of 1,4,8,11-tetraazacyclotetradecane in 200 ml of absolute toluene. It is refluxed slowly and the solvent is distilled off in this way. Then, it is concentrated by evaporation under reduced pressure. The residue is cooled to room temperature. 6.36 g (119.8 mmol) of acrylic acid nitrile is instilled under a nitrogen atmosphere and heated slowly to 75° C. It is stirred for 9 hours at this temperature. It is cooled to room temperature and a mixture of 120 ml of methanol/30 ml of water is added. It is stirred for 10 minutes at room temperature. Then, 11.98 g (299.5 mmol) of sodium hydroxide is added and it is stirred for 24 hours at 40° C. It is evaporated to dryness in a vacuum and the residue is extracted 3 times with hot toluene (80° C.). The organic phase is dried on potassium hydroxide and concentrated by evaporation in a vacuum.

Provenance & Evidence