Dimethyl oxalate → HCID 178525971, compound

Participants

Reaction Steps

To a solution of 4-chromanone (6.1097 g, 40.0 mmol) and dimethyl oxalate (5.759 g, 48.28 mmol) in methanol (50 ml), a solution of 0.5M sodium methoxide (96.9 ml, 48.28 mmol) was added dropwise at RT under N2 over 20 min. The colorless solution turned to yellow. The solution was stirred at RT under N2 overnight. After 16 h, the reaction solution was removed under reduced pressure. The residue was diluted with EA, washed with H2O and brine, dried over MgSO4. After filtration, the solvent was removed under reduced pressure to yield crude product methyl ester of (2Z)-hydroxy(4-oxo-2H-1-benzopyran-3(4H)-ylidene)ethanoic acid (8.9096 g, 95.2%) after dried under vacuum.

Provenance & Evidence