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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2424839Generated: October 26, 2026

Phthalimide potassium salt → 2-[6-(2,2-Difluoro-2-phenylethoxy)hexyl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/2424839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimide potassium saltHCID 24194345—
Reactant[2-[(6-Bromohexyl)oxy]-1,1-difluoroethyl]benzeneHCID 67245921—
CatalystHexadecyltributylphosphonium bromideHCID 84716—
SolventDimethylformamideHCID 6228—
Product2-[6-(2,2-Difluoro-2-phenylethoxy)hexyl]-1H-isoindole-1,3(2H)-dioneHCID 6724586749%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of Intermediate 7 (10.9 g, 34 mmol) in dimethylformamide (23 mL) was added potassium phthalimide (7.56 g, 40.8 mmol) and a catalytic amount of (n-hexadecyl)tri-n-butylphosphonium bromide. The mixture was heated at 70° C. for 3 hours. The solvent was removed under reduced pressure. Purification by column chromatography with silica gel, eluting with methylene chloride yielded the title compound (6.41 g, 49%) as oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964615B2
Source datasetuspto-grants-2011_06
ORD IDord-a0a33d217f914908bdecc0b1914d437a
Source noteuspto-grants-2011_06