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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171082Generated: November 1, 2026

1-Bromopropane → 5-(4-Difluoromethoxy-3-methoxy-2-propoxy-phenyl)-3H-isobenzofuran-1-one

https://huagongshe.com/reaction/2171082

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-BromopropaneHCID 7840—
ReactantPotassium CarbonateHCID 11430—
Reactant5-(4-(difluoromethoxy)-2-hydroxy-3-methoxyphenyl)isobenzofuran-1(3H)-oneHCID 67468407—
SolventAcetonitrileHCID 6342—
Product5-(4-Difluoromethoxy-3-methoxy-2-propoxy-phenyl)-3H-isobenzofuran-1-oneHCID 5457781222%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a stirring solution of 5-(4-(difluoromethoxy)-2-hydroxy-3-methoxyphenyl)isobenzofuran-1(3H)-one (80 mg, 0.25 mmol) in acetonitrile (10 mL) was added potassium carbonate (103.5 mg, 0.75 mmol) and propyl bromide (92.2 mg, 0.75 mmol) and the resultant reaction mixture was heated to 80° C. for 3 h. The reaction mixture was cooled to RT and filtered through celite and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 0-20% ethyl acetate in pet ether) to afford title compound as a solid (20 mg, 22%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051290B2
Source datasetuspto-grants-2015_06
ORD IDord-dff2aba8901b41f0b29acb5976e8729e
Source noteuspto-grants-2015_06