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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2112108Generated: November 3, 2026

Benzyl Bromide → 7-Dibenzylamino-3,3-dimethyl-2,3-dihydro-isoindol-1-one

https://huagongshe.com/reaction/2112108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant3,3-Dimethyl-7-amino-2,3-dihydro-isoindol-1-oneHCID 67095007—
CatalystTetrabutylammonium IodideHCID 67553—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product7-Dibenzylamino-3,3-dimethyl-2,3-dihydro-isoindol-1-oneHCID 67094798—

Reaction Conditions

Temperature50 °C

Reaction Steps

50 mg (0.284 mmol) 3,3-dimethyl-7-amino-2,3-dihydro-isoindol-1-one are dissolved in 0.5 ml DMF and combined with 141 mg (1.021 mmol) potassium carbonate and 10 mg (0.028 mmol) tetrabutylammonium iodide. The mixture is heated to 50° C. and 155 μl (1.277 mmol) benzylbromide are added dropwise thereto. After stirring for 16 h at this temperature the mixture is diluted with ethyl acetate and extracted three times with 1 M hydrochloric acid. The combined organic phases are dried and the solvent is eliminated in vacuo.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07521457B2
Source datasetuspto-grants-2009_04
ORD IDord-099c0f6d2e8d40cf983aa6b1ed786e5a
Source noteuspto-grants-2009_04