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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914540Generated: October 30, 2026

Toluene → 2-Bromo-5-phenyl-thiophene-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1914540

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantN-bromobutanimideHCID 67184—
ReactantEthyl 5-phenylthiophene-3-carboxylateHCID 58110324—
SolventAcetic AcidHCID 176—
Product2-Bromo-5-phenyl-thiophene-3-carboxylic acid ethyl esterHCID 5811027256.5%

Reaction Steps

N-Bromosuccinimide (1.22 g, 6.83 mmol) was added to a solution of ethyl-2-phenylthiophen-4-carboxylate (6.83 mmol) in acetic acid (10 mL) and stirred overnight. Toluene was added and the solvent was removed under vacuum. The product was purified by flash chromatography on silica, eluting with 0%-10% ethyl acetate in cyclohexane. The fractions containing the desired product were concentrated under vacuum to give the title compound (1.2 g). LCMS m/z 312.52 [M+H]+ R.T.=4.55 mins (Analytical Method 5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08614209B2
Source datasetuspto-grants-2013_12
ORD IDord-90eec9a2808348f4a8dd4a7d5f6a494f
Source noteuspto-grants-2013_12