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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2391998Generated: October 28, 2026

Methanol → Methyl 4-bromothiophene-2-carboxylate

https://huagongshe.com/reaction/2391998

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSulfuric AcidHCID 1118—
ReactantSodium HydroxideHCID 14798—
Reactant4-Bromo-2-thiophenecarboxylic AcidHCID 610409—
ProductMethyl 4-bromothiophene-2-carboxylateHCID 12752071—

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 4-bromo-2-thiophenecarboxylic acid (4 g, 19 mmol) in MeOH (100 mL) was added H2SO4 (5 mL) dropwise at 25° C. The solution was stirred for 12 h at 50° C. and was poured into ice-H2O and the pH was adjusted to ˜11 with aqueous NaOH. The aqueous phase was extracted several times with DCM and the combined organic fractions were dried over Na2SO4, concentrated and used directly (4.27 g, quant.): LCMS (ES) m/z 222 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273782B2
Source datasetuspto-grants-2012_09
ORD IDord-3faa61a46a5f43afabdfc509e7d8419c
Source noteuspto-grants-2012_09