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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908889Generated: October 26, 2026

t-Butyl bromide → Tert-butyl 4-cyano-5-(methylthio)thiophene-2-carboxylate

https://huagongshe.com/reaction/908889

Reaction equation

Participants

RoleNameHCIDCharge
Reactantt-Butyl bromideHCID 10485—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Cyano-5-methylsulfanylthiophene-2-carboxylic acidHCID 45594312—
CatalystBenzyltrimethylammonium chlorideHCID 5963—
SolventDimethylacetamideHCID 31374—
ProductTert-butyl 4-cyano-5-(methylthio)thiophene-2-carboxylateHCID 66785900—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 4-cyano-5-(methylthio)thiophene-2-carboxylic acid (2.0 g, 10 mmol), benzyltrimethylammonium chloride (2.25 g, 10 mmol), tertbutyl bromide (54 mL, 480 mmol), and anhydrous potassium carbonate (36 g, 260 mmol) in dimethylacetamide (100 mL) was stirred at 60° C. for 6 hours.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017643B2
Source datasetuspto-grants-2011_09
ORD IDord-9d828ca4fbd949d3b9f207f6229b1d95
Source noteuspto-grants-2011_09