Description
2-(3-Bromothiophen-2-yl)ethanol, also known as 2-(3-bromothiophen-2-yl)ethanol, is an organic compound with the chemical formula C6H5BrSCH2CH2OH. It is a colorless liquid with a strong sulfur-like odor. It is used in various scientific research applications, including in the synthesis of pharmaceuticals, as a reagent in organic synthesis, and as a catalyst for cyclization reactions. It is also used as a corrosion inhibitor in the petroleum industry.
Synthesis
A solution of ethyl 2-(3-bromothiophen-2-yl)acetate (4.40 g) in tetrahydrofuran (88.5 mL) was cooled to 0° C under a nitrogen gas atmosphere, lithium aluminum hydride (672 mg) was added to the solution, and the mixture was stirred for 0.6 h. Ice water, 1 mol/L hydrochloric acid, and ethyl acetate were added to the reaction mixture, and the resulting mixture was stirred. Then, the organic layer was successively washed with 1 mol/L hydrochloric acid, saturated aqueous sodium hydrogen carbonate, and saturated brine and dried. The solvent was evaporated under reduced pressure, and the resulting residue was purified by column chromatography (hexane/ethyl acetate) to obtain 2-(3-bromothiophen-2-yl)ethanol.