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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2222108Generated: November 1, 2026

Triethylamine → 2-(Trimethylsilyl)ethyl 3-bromo-2-thiophenecarboxylate

https://huagongshe.com/reaction/2222108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-(Trimethylsilyl)ethanolHCID 18013—
ReactantThionyl ChlorideHCID 24386—
Reactant3-Bromothiophene-2-carboxylic acidHCID 2739688—
Solvent1,1-DichloroethaneHCID 6365—
Product2-(Trimethylsilyl)ethyl 3-bromo-2-thiophenecarboxylateHCID 22349228—

Reaction Steps

A solution of 3-bromothiophene-2-carboxylic acid (1 mmol) and SOCl2 (3 mmol) in 1 mL of dichloroethane was heated at 80° C. for 20 h and then the solvents evaporated. The residue was dissolved in 2 mL CH2Cl2 and mixed with triethylamine (3 mmol) and 2-(trimethylsilyl)ethanol (1.3 mmol) at rt for 12 h. Extractive isolation provided 2-(trimethylsilyl)ethyl 3-bromo-2-thiophenecarboxylate as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07371739B2
Source datasetuspto-grants-2008_05
ORD IDord-e9fb06033bae4d0a941edf989db7e02b
Source noteuspto-grants-2008_05