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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 736489Generated: October 25, 2026

Water → Methyl-4-(4-oxo-4H-chromen-3-ylmethyl)-benzoate

https://huagongshe.com/reaction/736489

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl 4-(4-oxo-chroman-3-ylidenemethyl)-benzoateHCID 4240115—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
ProductMethyl-4-(4-oxo-4H-chromen-3-ylmethyl)-benzoateHCID 2247881959%

Reaction Conditions

Temperature70 °C

Reaction Steps

Water (0.2 ml) and RhCl3.H2O (7 mg, 0.034 mmol) was added to a suspension of compound 260 (200 mg, 0.680 mmol) in EtOH (2 ml) and CDCl3 (2 ml). The reaction mixture was stirred 16 h at 70° C. The reaction mixture was cooled down and diluted in ethyl acetate, washed with brine, dried over anhydrous MgSO4, filtered and concentrated. The crude residue was then purified by flash chromatography on silica gel (0.5-1% MeOH/CH2Cl2)to afford the title compound 261 (118 mg, 59%) as a white solid. 1H NMR: (DMSO) δ (ppm): 8.45 (s, 1H), 8.03 (dd, J=7.9, 1.8 Hz, 1H), 7.87 (d, J=8.4 Hz, 2H), 7.83-7.77(m, 1H), 7.65 (d, J=8.3 Hz, 1H), 7.50-7.43 (m3, 1H), 3.82 (s, 3H), 3.80 (s, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07595343B2
Source datasetuspto-grants-2009_09
ORD IDord-de7c46c57cc946d98a53df9edb6631ff
Source noteuspto-grants-2009_09