Reacción #452426

ord-9b1f852a20544f969f0f2f8380e9970a

Ecuación de reacción

CC(C)I
2-iodopropane
OCCc1cn[nH]c1
2-(4-pyrazolyl)-1-ethanol
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
CC(C)n1cc(CCO)cn1
title compound
Rendimiento 26.0%
CC(C)n1cc(CCO)cn1
2-(1-isopropyl-1H-pyrazol-4-yl)-1-ethanol
Rendimiento 26.0%

Condiciones de reacción

Temperatura
100°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe reaction mixture was then cooled to ambient and
  2. 2
    Concentraciónthen concentrated under reduced pressure
  3. 3
    OtroThe residue was partitioned between water and dichloromethane
  4. 4
    LavadoThe organic phase was then washed with water
  5. 5
    Secadowas then dried over sodium sulfate
  6. 6
    ConcentraciónThe remaining organics were concentrated under reduced pressure

Procedimiento

To a solution of 1.0 gm (9.0 mMol) 2-(4-pyrazolyl)-1-ethanol in 36 mL dimethylformamide were added 2.38 gm (22.5 mMol) sodium carbonate followed by the dropwise addition of a solution of 0.89 mL (9.0 mMol) 2-iodopropane in 8 mL dimethylformamide. The reaction mixture was heated to 100° C. for 18 hours. The reaction mixture was then cooled to ambient and then concentrated under reduced pressure. The residue was partitioned between water and dichloromethane. The organic phase was then washed with water followed by saturated aqueous sodium chloride and was then dried over sodium sulfate. The remaining organics were concentrated under reduced pressure to give 0.36 gm (26.0%) of the title compound as a brown oil.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06126932uspto-grants-2000_10