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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269561Generated: November 2, 2026

Sodium hydride → Ethyl 3-bromo-5-(2-oxo-1-pyrrolidinyl)benzoate

https://huagongshe.com/reaction/269561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantEthyl 3-bromo-5-[(4-chlorobutanoyl)amino]benzoateHCID 69312186—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 3-bromo-5-(2-oxo-1-pyrrolidinyl)benzoateHCID 6931092282%

Reaction Steps

Sodium hydride, 60% suspension in oil (186 mg, 4.65 mmol) was added portionwise over 2 mins to a solution of ethyl 3-bromo-5-[(4-chlorobutanoyl)amino]benzoate (1.35 g, 3.87 mmol) in dry THF (50 ml) under nitrogen. The reaction mixture was stirred at room temperature for 2 hours. The reaction was quenched by the careful addition of water (25 ml). Diethyl ether (50 ml) was added. The organic phase was washed with water, dried and evaporated to give the title compound as a yellow solid (990 mg, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446222B2
Source datasetuspto-grants-2008_11
ORD IDord-9e48a4e796894b0e8085b0dec450e126
Source noteuspto-grants-2008_11