Methanol → HCID 178499073, compound

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of compound of example 1 (0.30 g, 1.97 mmol) in methanol (10 mL) was added dimethyl acetylenedicarboxylate (0.34 g, 2.36 mmol) and the reaction mixture was heated at 60° C. for 4 hours. Methanol was removed under reduced pressure and xylene (20 mL) was added to the reaction mixture and heated at 140° C. for 12 hours. The reaction mixture was then concentrated, and residue obtained was dissolved in 5% aqueous NaOH (20 mL) and was washed with ethyl acetate (2×50 mL) to remove unreacted organic impurities. Aqueous layer was then acidified with dilute 10% acetic acid, extracted with ethyl acetate (3×50 mL), dried over anhydrous sodium sulfate and concentrated to obtain the title compound.

Provenance & Evidence