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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516984Generated: October 29, 2026

Phenol → 5-Phenoxy-2-benzofuran-1(3H)-one

https://huagongshe.com/reaction/516984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
ReactantPotassium CarbonateHCID 11430—
ReactantAcetylacetoneHCID 31261—
Reactant5-BromophthalideHCID 603144—
CatalystCopper bromide (CuBr2)HCID 24611—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-Phenoxy-2-benzofuran-1(3H)-oneHCID 4455858072%

Reaction Steps

A reactor was charged with DMF (68 Kg), and stirring was initiated. The reactor was then charged with phenol (51 Kg), acetylacetone (8 Kg), 5-bromophthalide (85 Kg), copper bromide (9 Kg), and potassium carbonate (77 Kg). The mixture was heated above 85° C. and maintained until reaction completion and then cooled. Water was added. Solid was filtered and washed with water. Solid was dissolved in dichloromethane, and washed with aqueous HCl and then with water. Solvent was removed under pressure and methanol was added. The mixture was stirred and filtered. Solid was washed with methanol and dried in an oven giving 5-phenoxyphthalide (Yield: 72%, HPLC: 99.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115085B2
Source datasetuspto-grants-2015_08
ORD IDord-c452ca595a0c4e9a8cfe19d262b8cda9
Source noteuspto-grants-2015_08