Reacción #361528

ord-59a794b44ef1478aa26769b26cc86d32

Ecuación de reacción

OCCSCc1cccnc1
2-(3-pyridylmethylthio)ethanol
O=C(OO)c1cccc(Cl)c1
m-chloroperoxybenzoic acid
O=S(CCO)Cc1cccnc1
2-(3-pyridylmethylsulphinyl)ethanol

Condiciones de reacción

Temperatura
0°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe mixture was evaporated in vacuo
  2. 2
    Otropurified by flash chromatography on silica eluting with 20% methanol in ethyl acetate

Procedimiento

A stirred solution of 2-(3-pyridylmethylthio)ethanol (3.38 g, 20 mmol) in dichloromethane (50 ml) at 0° C. was treated dropwise with a solution of m-chloroperoxybenzoic acid in dichloromethane (50 ml). The mixture was stirred at 0° C. for 1 hr and at room temperature for 3 hrs. The mixture was evaporated in vacuo and purified by flash chromatography on silica eluting with 20% methanol in ethyl acetate to give 2-(3-pyridylmethylsulphinyl)ethanol (3.5 g), as colourless crystals, m.p. 84°-86° C.;

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05389649uspto-grants-1995_02