Quinoline → HCID 21422773, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 70 g of m-benzyloxy-acetylacetanilide, 37 g of methyl orthoformate and 100 ml of methanol was stirred at 20°C. for 16 hours and 2 ml of quinoline were added thereto. The mixture was concentrated to dryness under reduced pressure and the residue was added to isopropyl ether. The mixture was cooled and vacuum filtered and the recovered precipitate was dried and chromatographed over silica gel. Elution with an 8-2 methylene chloride-acetone mixture gave 48 g of m-benzyloxy-3,3-dimethoxy-butyranilide melting at 83°C.

Provenance & Evidence