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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171086Generated: October 31, 2026

Potassium Carbonate → 5-[4-Difluoromethoxy-2-(3-hydroxymethyl-oxetan-3-ylmethoxy)-3-methoxy-phenyl]-3H-isobenzofuran-1-one

https://huagongshe.com/reaction/2171086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant[3-(Bromomethyl)oxetan-3-yl]methanolHCID 529264—
Reactant5-(4-(difluoromethoxy)-2-hydroxy-3-methoxyphenyl)isobenzofuran-1(3H)-oneHCID 67468407—
SolventAcetonitrileHCID 6342—
Product5-[4-Difluoromethoxy-2-(3-hydroxymethyl-oxetan-3-ylmethoxy)-3-methoxy-phenyl]-3H-isobenzofuran-1-oneHCID 5457781328.8%

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 (3-bromomethyl-oxetan-3-yl)-methanol (135.7 mg, 0.75 mmol) and the resultant reaction mixture was heated to 80° C. for 16 h. The reaction mixture was cooled to RT, filtered through celite and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, 0-30% ethyl acetate in pet ether) to afford title compound as a solid (30 mg, 28.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051290B2
Source datasetuspto-grants-2015_06
ORD IDord-e01c8de02c6e4895aa290037e5a728c3
Source noteuspto-grants-2015_06