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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2230217Generated: November 1, 2026

Water → Benzyl ((S)-4-(4-formylphenyl)-3-benzyl-4-methyl-2,5-dioxoimidazolidin-1-yl)acetate

https://huagongshe.com/reaction/2230217

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl ((S)-4-(4-cyanophenyl)-3-benzyl-4-methyl-2,5-dioxoimidazolidin-1-yl)acetateHCID 86588625—
ReactantHCID 178527019HCID 178527019—
CatalystNickelHCID 935—
SolventHCID 67720230HCID 67720230—
ProductBenzyl ((S)-4-(4-formylphenyl)-3-benzyl-4-methyl-2,5-dioxoimidazolidin-1-yl)acetateHCID 8658862679%

Reaction Conditions

Temperature60 °C

Reaction Steps

24.3 g of sodium hypophosphite×H2O and 4.02 g of Raney nickel were added to a solution of 6.08 g (13.42 mmol) of 8.1 in 200 ml of pyridine/acetic acid/water (2:1:1) at 0° C. and the reaction mixture was heated at 60° C. for 8 h. After cooling to room temperature and filtration, the reaction mixture was concentrated in vacuo, the residue was taken up in ethyl acetate and the ethyl acetate phase was extracted 2× with water, 2×with 10% strength citric acid solution, 2× with saturated NaHCO3 solution and with saturated sodium chloride solution. The organic phase was dried over magnesium sulfate and, after filtration, the solvent was removed in vacuo. 4.82 g (79%) of 8.2 were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06423712B1
Source datasetuspto-grants-2002_07
ORD IDord-81bf97127f6b4888a47db9d1c1e577ad
Source noteuspto-grants-2002_07