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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1845403Generated: November 3, 2026

Methanol → Methyl 4-bromothiophene-2-carboxylate

https://huagongshe.com/reaction/1845403

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 numberUS08946278B2
Source datasetuspto-grants-2015_02
ORD IDord-a9b1d8d8ed924a0db216d3b4a112aa0e
Source noteuspto-grants-2015_02