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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 225556Generated: October 26, 2026

Potassium Carbonate → 5-Difluoromethoxy-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/225556

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantAcetic acid, 2-chloro-2,2-difluoro-, ethyl esterHCID 67843—
Reactanttert-Butyl 5-hydroxy-1,3-dihydro-2H-isoindole-2-carboxylateHCID 18630963—
SolventDimethylformamideHCID 6228—
Product5-Difluoromethoxy-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl esterHCID 5775321240%

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture containing 0.68 mmol 5-Hydroxy-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester (CAS: 226070-47-9), 0.68 mmol potassium carbonate and 0.68 mmol ethyl chlorodifluoroacetate in 1.5 ml DMF was stirred overnight at 65° C. The mixture was then partitioned between ethyl acetate and water and the organic phase was then separated, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by chromatography on silica gel (eluant: n-heptane/ethylacetate) to afford the title compound as a white solid (40% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557114B2
Source datasetuspto-grants-2009_07
ORD IDord-7eeace9b5415458084a6e8d730a81053
Source noteuspto-grants-2009_07