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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1109360Generated: November 2, 2026

Dimethylformamide → HCID 54490973, compound

https://huagongshe.com/reaction/1109360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
ReactantHCID 19022130HCID 19022130—
Reactant3-(3,5-Di-tert-butyl-4-hydroxybenzylidene)-2-pyrrolidoneHCID 53896297—
ProductHCID 54490973HCID 5449097390%

Reaction Steps

To a solution of 3-(3,5-di-tert-butyl-4-hydroxybenzylidene)pyrrolidin-2-one (241 mg, 0.8 mmole) dissolved into DMF (2.4 ml), sodium hydride (60% in mineral oil, 96 mg, 2.4 mmole) was added under ice-cooling under nitrogen atmosphere with stirring for 30 min. Morpholinophenyl carbamate (249 mg, 1.2 mmole) was added thereto and the mixture was allowed to stand at room temperature for 4 hours. The reactant was poured into ice-water, and extracted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate, and evaporated. The obtained residue was recrystallized from dichloromethane/ether, whereby 300 mg of the objective compound (Ia-15) was obtained in 90% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05319099
Source datasetuspto-grants-1994_06
ORD IDord-9bd98e5d2c36479aa38d2e28bd47b9e3
Source noteuspto-grants-1994_06