Methyl 2-oxo-1-pyrrolidineacetate → (2-Oxopyrrolidin-1-yl)acetaldehyde

A 1.02M solution of diisobutylalminium hydride in toluene (16 ml) was added dropwise to a solution of methyl(2-oxopyrrolidin-1-yl)acetate (1.01 g) in toluene (10 ml) at −78° C., and the mixture was stirred for 1 hour. The reaction solution was quenched with methanol at −78° C., then diluted with a 1N aqueous solution of hydrochloric acid, and allowed to warm to room temperature with stirring. The reaction solution was filtered through celite and then the filtrate was dried up. The residue was purified by silica gel column chromatography (chloroform:methanol=95:5→90:10) to yield 2-oxopyrrolidin-1-yl-acetaldehyde (120 mg) as a colorless oil.

1. customThe reaction solution was quenched with methanol at −78° C.
2. additiondiluted with a 1N aqueous solution of hydrochloric acid
3. stirringwith stirring
4. filtrationThe reaction solution was filtered through celite
5. customthe filtrate was dried up
6. customThe residue was purified by silica gel column chromatography (chloroform:methanol=95:5→90:10)

ORD record

ord-839794a6f5b145cf894eb3f614ff0858

Source dataset

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07678810B2