Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685106Generated: October 26, 2026

Potassium Carbonate → 2-(3-(1,3-Dioxoisoindolin-2-yl)propoxy)-6-fluorobenzonitrile

https://huagongshe.com/reaction/1685106

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-3-BromopropylphthalimideHCID 21611—
Reactant2-Fluoro-6-hydroxybenzonitrileHCID 2783216—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-(3-(1,3-Dioxoisoindolin-2-yl)propoxy)-6-fluorobenzonitrileHCID 6726529394.8%

Reaction Steps

2-fluoro-6-hydroxybenzonitrile (411 mg, 3 mmol), 2-(3-bromopropyl)isoindoline-1,3-dione (885 mg, 3.3 mmol), and potassium carbonate (1.24 g, 9 mmol) were heated overnight at 70° C. in N,N-dimethylformamide (6 mL). The mixture was cooled, diluted with water, and the precipitate filtered and dried to give 922 mg of the title compound as a white solid. 1H NMR (DMSO-d6) δ 7.79-7.87 (m, 4H), 7.69 (td, J=8.6, 6.9 Hz, 1H), 7.01-7.07 (m, 2H), 4.22 (t, J=5.8 Hz, 2H), 3.79 (t, J=6.6 Hz, 2H), 2.11 (quin, J=6.1 Hz, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148384B2
Source datasetuspto-grants-2012_04
ORD IDord-32e4642003fe4fa2bd595706a60b81fe
Source noteuspto-grants-2012_04