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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1670528Generated: October 29, 2026

1-Bromo-4-methyl-2-pentanone → 2-(4-methyl-2-oxopentyl)-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/1670528

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-4-methyl-2-pentanoneHCID 11084464—
ReactantPhthalimide potassium saltHCID 24194345—
SolventTolueneHCID 1140—
Product2-(4-methyl-2-oxopentyl)-1H-isoindole-1,3(2H)-dioneHCID 703884124%

Reaction Conditions

Temperature100 °C

Reaction Steps

Dissolve 1-bromo-4-methyl-2-pentanone (11.0 g, 61.4 mmol) and potassium phthalimide (11.9 g, 64.5 mmol) in toluene (60 mL) at room temperature under a nitrogen atmosphere. Heat the mixture to 100° C. and stir for 16 h. Cool the resulting slurry to room temperature, filter off solids, and concentrate the filtrate in vacuo to a solid. Purify the residue by chromatography on silica gel (40 g) eluting with hexane/EtOAc (1:1) to obtain the desired intermediate (3.6 g, 24%). MS (ES+) m/z: 246.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07994163B2
Source datasetuspto-grants-2011_08
ORD IDord-c5a8835debb8401da040f4f53c22ff11
Source noteuspto-grants-2011_08