Reacción #353196

ord-4fd9977714574a539a47558061a28866

Ecuación de reacción

BrCc1ccccc1
benzyl bromide
NCCOCCO
2-(2-aminoethoxy) ethanol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O
water
OCCOCCN(Cc1ccccc1)Cc1ccccc1
1-Dibenzylamino-5-hydroxy-3-oxapentane

Disolventes

Condiciones de reacción

Temperatura
60°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturathe mixture is refluxed for 2 hours
  2. 2
    Otroevaporated under vacuum
  3. 3
    Filtraciónfiltered off from the salts
  4. 4
    ConcentraciónThe filtrate is concentrated under vacuum
  5. 5
    Otropurified by flash chromatography (silica gel/mobile phase: methylene chloride/hexane/acetone:10/5/1)

Procedimiento

A mixture of 50 g (475.56 mmol) of 2-(2-aminoethoxy) ethanol and 144.6 g (1.046 mol) of potassium carbonate in 600 ml of EtOH/60 ml of water is heated to 60° C. To this mixture is added dropwise within one hour 178.95 g (1.046 mol) of benzyl bromide and then the mixture is refluxed for 2 hours, evaporated under vacuum, the residue taken up with 1 liter of methylene chloride, and filtered off from the salts. The filtrate is concentrated under vacuum and purified by flash chromatography (silica gel/mobile phase: methylene chloride/hexane/acetone:10/5/1). Yield: 127.58 g (94% of theory) of a colorless oil.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05650136uspto-grants-1997_07