Reacción #2075010

ord-be28c555b33947a68fa454b43186ba49

Ecuación de reacción

O=C1OCCC1Br
3-bromo-dihydrofuran-2(3H)-one
OCc1ccc(S)cc1
(4-mercaptophenyl)methanol
CCN(CC)CC
triethylamine
O=C1OCCC1Sc1ccc(CO)cc1
product
Rendimiento 73.3%
O=C1OCCC1Sc1ccc(CO)cc1
3-(4-(hydroxymethyl)phenylthio)dihydrofuran-2(3H)-one
Rendimiento 73.3%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Lavadowashed sequentially with saturated NH4Cl and NaCl solutions
  2. 2
    SecadoThe organics were dried over MgSO4
  3. 3
    Concentraciónconcentrated under reduced pressure

Procedimiento

3-bromo-dihydrofuran-2(3H)-one (2.35 g, 14.3 mmol) was added to a solution of (4-mercaptophenyl)methanol (2.00 g, 14.0 mmol) and triethylamine (2.4 mmol, 17 mmol). The reaction was stirred at room temperature overnight, then was diluted with CH2Cl2 and washed sequentially with saturated NH4Cl and NaCl solutions. The organics were dried over MgSO4 and concentrated under reduced pressure to provide the product as a viscous oil (2.3 g, 72%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07553842B2uspto-grants-2009_06