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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269560Generated: November 1, 2026

Triethylamine → Ethyl 3-bromo-5-[(4-chlorobutanoyl)amino]benzoate

https://huagongshe.com/reaction/269560

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Chlorobutyryl chlorideHCID 78370—
ReactantEthyl 3-amino-5-bromobenzoateHCID 63021768—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductEthyl 3-bromo-5-[(4-chlorobutanoyl)amino]benzoateHCID 6931218694.4%

Reaction Steps

4-Chlorobutyryl chloride (636 mg, 505 μl, 4.5 mmol) was added to a solution of ethyl 3-amino-5-bromobenzoate (1.0 g, 4.1 mmol) and triethylamine (455 mg, 630 ul, 4.5 mmol) in dichloromethane (25 ml) at 0° C. After complete addition the reaction mixture was stirred at room temperature for 30 minutes, then diluted with ethyl acetate (50 ml). The solution was washed with 2M HCl, saturated NaHCO3, water and brine. The organic phase was dried and evaporated to give the title compound as a pale yellow solid (1.35 g, 94%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07446222B2
Source datasetuspto-grants-2008_11
ORD IDord-5ff5ffd25c704ae9a6213f879456d394
Source noteuspto-grants-2008_11