N-Boc-2-Maleimidoethylamine → N-(2-Aminoethyl)maleimide

Temperature

0 °C

(2-Maleimido)ethylcarbamic acid tert-butyl ester (48 mg, 0.2 mmol) was dissolved in a mixed solvent of trifluoroacetic acid and dichloromethane (30:70, 5 ml), followed by stirring at 0° C. for 2 hours, and then the reaction solution was concentrated. The thus obtained residue was dissolved in dichloromethane (20 ml), and a saturated aqueous sodium hydrogencarbonate solution (10 ml) was added thereto to separate the layers. The organic layer was dried over potassium hydrogencarbonate and filtered. The solvent was evaporated under reduced pressure to give 1-(2-aminoethyl)-3-pyrroline-2,5-dione (28 mg, 0.2 mmol, yield 100%).

1. concentrationthe reaction solution was concentrated
2. dissolutionThe thus obtained residue was dissolved in dichloromethane (20 ml)
3. additiona saturated aqueous sodium hydrogencarbonate solution (10 ml) was added
4. customto separate the layers
5. dry with materialThe organic layer was dried over potassium hydrogencarbonate
6. filtrationfiltered
7. customThe solvent was evaporated under reduced pressure

ORD record

ord-1e65fa069d384eed805152a5d6d2aeb3

Source dataset

uspto-grants-2009_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07569706B2