Dimethylformamide → HCID 14306189, compound

Participants

Reaction Steps

Dissolved in 28 ml of anhydrous N,N-dimethylformamide was 3.50 g of the compound (XII) obtained in the above procedure (2), followed by an addition of 248 mg of 60% NaH. After stirring the resultant mixture at room temperature for 1 hour, 5 ml of ethyl iodide was added and the resulting mixture was stirred at room temperature for 3 hours. After concentration of the reaction mixture under reduced pressure, the residue was dissolved in chloroform and the resulting chloroform solution was washed first with a 10% citric acid solution and then with water. The chloroform solution was dried over anhydrous sodium sulfate and then concentrated. The residue was subjected to column chromatography on silica gel and then developed with a 3:1 mixed solvent of benzene and ethyl acetate. A fraction containing the intended product was concentrated. The residue was crystallized from 2-propanol to obtain 2.07 g of the title compound.

Provenance & Evidence