Hydrochloric Acid → HCID 18470687, compound

Participants

Reaction Steps

2.88 g (10 mmoles) N-hydroxymethylthalidomide, 2 g (20 mmoles) succinic anhydride, 2.8 ml (20 mmoles) triethylamine and 0.15 g (1 mmole) 4-pyrrolidinopyridine were stirred in 50 ml dry dichloromethane for 24 hours at room temperature. The reaction mixture was subsequently shaken firstly with 5% hydrochloric acid and then with water. After drying the organic phases over magnesium sulphate and removing the solvent by distillation, the residue obtained was treated with a small amount of ethyl acetate and the precipitated crystals were recrystallised from ethanol 2.66 g (68% theoretical) of compound 9 were obtained, with a melting point of 143 to 146° C. and a solubility in water of 16.7 mg/ml, corresponding to 11.1 mg thalidomide/ml.

Provenance & Evidence