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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16038Generated: October 26, 2026

tert-butyl N-(4-aminobutyl)carbamate → 1-(4-N-Boc-aminobutyl)-1H-pyrrole-2,5-dione

https://huagongshe.com/reaction/16038

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl N-(4-aminobutyl)carbamateHCID 4351—
ReactantMaleic AnhydrideHCID 7923—
SolventTolueneHCID 1140—
Product1-(4-N-Boc-aminobutyl)-1H-pyrrole-2,5-dioneHCID 59709139—

Reaction Steps

To a solution of N-BOC-1,4-diaminobutane (8.324 g, 0.044 mol) in dry toluene (50 ml) was added maleic anhydride (4.336 g, 0.044 mol) and the solution heated at reflux under Dean-Stark conditions for two days. The solvent was removed and the residue purified by silica column chromatography eluting with 25-40% ethyl acetate in hexane to give the title compound, 1.461 g, 12%, as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07736635B2
Source datasetuspto-grants-2010_06
ORD IDord-5f8e5d07e27c4cbb8e72a0fb83256796
Source noteuspto-grants-2010_06