Reacción #3164

ord-0a1e984cbfd144cd8fa2cccd3f2e67f2

Ecuación de reacción

NCCOCCO
2-(aminoethoxy) ethanol
O=C1OC(=O)C2CCCCC12
hexahydrophthalic anhydride
O=C1C2CCCCC2C(=O)N1CCOCCO
N-(2-hydroxyethoxyethyl)hexahydrophthalimide
Rendimiento 96.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroA 500-ml, two necked flask was equipped with a magnetic stirring bar
  2. 2
    Temperaturaheating mantle and condenser
  3. 3
    workup.ADDITIONAfter the addition
  4. 4
    Temperaturawas refluxed for 12 hours
  5. 5
    OtroThe ethanol was removed with a rotoevaporator

Procedimiento

A 500-ml, two necked flask was equipped with a magnetic stirring bar, heating mantle and condenser. The flask was charged with 51 g of 2-(aminoethoxy) ethanol (0.49 mol.) and 250 ml of ethanol. Next, 75 g of hexahydrophthalic anhydride (0.49 mol.) was slowly added to the flask. After the addition was complete the reaction was refluxed for 12 hours. The IR spectrum indicated the reaction was complete. The ethanol was removed with a rotoevaporator to yield 113 g (96%) of N-(2-hydroxyethoxyethyl)hexahydrophthalimide.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05733648uspto-grants-1998_03