Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009475Generated: October 30, 2026

Phthalimide → HCID 58009522, compound

https://huagongshe.com/reaction/1009475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimideHCID 6809—
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactantmethyl 5-(hydroxymethyl)-1-methyl-1H-pyrrole-2-carboxylateHCID 58009357—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58009522HCID 5800952262.5%

Reaction Steps

590 mg of methyl 5-(hydroxymethyl)-1-methyl-1H-pyrrole-2-carboxylate, 770 mg of phthalimide, and 1.83 g of triphenylphosphine were dissolved in 10.0 mL of THF, and 2.75 mL of diethyl azodicarboxylate was added thereto under ice-cooling, followed by stirring at room temperature overnight. The reaction liquid was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1 to 1:1) to obtain 650 mg of methyl 5-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-1-methyl-1H-pyrrole-2-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973078B2
Source datasetuspto-grants-2011_07
ORD IDord-7d3aafdd05de4c45ab9f5c2b1d2ad71d
Source noteuspto-grants-2011_07