Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1070540Generated: October 26, 2026

Methyl bromoacetate → Phthalimidine

https://huagongshe.com/reaction/1070540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl bromoacetateHCID 60984—
Reactant4-Hydroxy-2,3-dihydroisoindol-1-oneHCID 11506479—
SolventDimethylformamideHCID 6228—
ProductPhthalimidineHCID 1019963%

Reaction Steps

To a solution of 4-hydroxy 2,3-dihydro-1H-isoindol-1-one (27) (0.250 gm, 1.67 mmol) in DMF (5 ml) K2CO3 and was added, followed by addition of methyl bromoacetate, and the reaction mixture was stirred at room temperature for 2 hr. Then the reaction mixture was then poured on ice and extracted with ethyl acetate (2×15 ml). After the standard workup, the residue was dissolved in methanol (3 ml), and treated with NaOH (5 ml, 1N) at 0° C. and then stirred for and additional hour. After the standard workup, the solid was recrystalized in methanol to give compound 29 (0.140 gm, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06903079B2
Source datasetuspto-grants-2005_06
ORD IDord-c636589f53ea435d90b0fe0c0937529a
Source noteuspto-grants-2005_06