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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1883098Generated: November 1, 2026

Benzyl Bromide → tert-Butyl (S)-2-((S)-4-(4-bromophenyl)-3-benzyl-4-methyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetate

https://huagongshe.com/reaction/1883098

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl (S)-2-((S)-4-(4-bromophenyl)-4-methyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetateHCID 86588628—
SolventDimethylformamideHCID 6228—
Producttert-Butyl (S)-2-((S)-4-(4-bromophenyl)-3-benzyl-4-methyl-2,5-dioxoimidazolidin-1-yl)-2-(2-methylpropyl)acetateHCID 8658863093%

Reaction Conditions

Temperature0 °C

Reaction Steps

540 μl (4.4 mmol) of benzyl bromide and then, at 0° C., 140 mg of a 55-65% strength sodium hydride dispersion in oil were added to a solution of 1.75 g (4 mmol) of 169.2 in 20 ml of absolute DMF and the mixture was stirred at 0° C. for 15 min and at room temperature for 3 h. After allowing to stand overnight, the solvent was removed in vacuo and the residue was chromatographed on silica gel using heptane/ethyl acetate=8/2. The product fractions were combined and the solvent was removed in vacuo. 1.97 g (93%) of 169.3 were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06759424B2
Source datasetuspto-grants-2004_07
ORD IDord-cceebdb87dfa4e7894191cc5667d6418
Source noteuspto-grants-2004_07