Reacción #2186194
ord-e40e81ac9324486888f458ba1be74e4a
Ecuación de reacción
chlorocarbonyl-acetic methyl ester
2-Amino-thiophenol
triethylamine
→
desired product
Rendimiento 82.0%
Benzothiazol-2-yl-acetic acid methyl ester
Rendimiento 82.0%
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Otroto yield a suspension
- 2Otrothe precipitate removed by filtration
- 3OtroThe filtrate is evaporated
- 4Otrocolumn chromatographed (silica gel, ethyl acetate/petroleum ether 1:2)
Procedimiento
3.2 mL (30 mmol) 2-Amino-thiophenol are dissolved in 100 mL diethylether and treated with 4.17 mL (1 eq.) triethylamine to yield a suspension, to which 3.21 mL (1 eq.) chlorocarbonyl-acetic methyl ester in 10 mL diethylether is added dropwise within 20 min. The resulting suspension is stirred and additional 2 h at room temperature, and the precipitate removed by filtration. The filtrate is evaporated and column chromatographed (silica gel, ethyl acetate/petroleum ether 1:2) to yield the desired product as a yellowish liquid (5.1 g, 82%).