Reacción #42385

Ecuación de reacción

sodium bicarbonate

methyl 5-(hydroxymethyl)thiophene-2-carboxylate

phosphorus tribromide

→

title compound

Methyl 5-(bromomethyl)thiophene-2-carboxylate

Disolventes

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe phases are separated
2. 2
   LavadoThe organic phase is washed with water
3. 3
   Secadodried (sodium sulfate)
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated under reduced pressure

Procedimiento

To an ice-cold solution of methyl 5-(hydroxymethyl)thiophene-2-carboxylate (375 mg, 2.17 mmol) in methylene chloride (9.0 mL) is added phosphorus tribromide (100 μL, 1.08 mmol) and the reaction mixture is stirred at 0° C. for 0.5 h. Saturated sodium bicarbonate (10 mL) is carefully added to the reaction mixture and the phases are separated. The organic phase is washed with water, dried (sodium sulfate), filtered, and concentrated under reduced pressure to yield the title compound in pure form. ESI MS m/z 235 [M+H]+.

Fuente