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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1594380Generated: October 30, 2026

Triethylamine → HCID 86621239, compound

https://huagongshe.com/reaction/1594380

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 86621240HCID 86621240—
SolventDichloromethaneHCID 6344—
ProductHCID 86621239HCID 8662123940%

Reaction Steps

A 0.4 M solution of 3-(2-bromo-phenyl)-2-formylamino-acrylic acid ethyl ester (5.3 g; 17.8 mM) in anhydrous CH2Cl2, at 0° C., is added with N-bromosuccinimide (3.48 g; 19.6 mM). The mixture is left to slowly warm to room temperature. The reaction is completed in about 5 hours 30 mm. The equivalent amount of triethylamine is added drop by drop; after 30 minutes the mixture is washed with a NaHCO3 saturated solution and then with a NaCl saturated solution. The organic phase is dried over Na2SO4, the solid is filtered off and the clear solution is evaporated under reduced pressure to a residue. The crude (brownish oil) is purified by flash chromatography, using a 6:4 v/v mixture of hexane and ethyl acetate as eluent, thereby obtaining 2.68 g of 3-bromo-3-(2-bromo-phenyl)-2-formylamino-acrylic acid ethyl ester (white-pale yellow solid). (Yield: 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07301027B2
Source datasetuspto-grants-2007_11
ORD IDord-07359ccf0fb5470d85222ba37c7da62b
Source noteuspto-grants-2007_11