Reacción #4298

ord-e0ed1f7a66854e2588702449ee9bd2ce

Ecuación de reacción

CC(C)N(CCCl)C(C)C.Cl
2-diisopropylaminoethyl chloride hydrochloride
O=C1NC(=O)c2ccccc21.[K]
potassium phthalimide
CC(C)N(CCN1C(=O)c2ccccc2C1=O)C(C)C.Cl
white crystalline product
Rendimiento 62.3%
CC(C)N(CCN1C(=O)c2ccccc2C1=O)C(C)C.Cl
2-[2-[[N,N-bis(1-Methylethyl)]amino]ethyl]-2H-isoindole-1,3-dione, hydrochloride
Rendimiento 62.3%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe residue was partitioned between chloroform and water
  2. 2
    ExtracciónThe chloroform layer was extracted with 10% sodium hydroxide
  3. 3
    OtroAfter drying
  4. 4
    Otroremoval of solvent
  5. 5
    Otroa brown oil was obtained which
  6. 6
    Otroslowly crystallized
  7. 7
    Otrorecrystallized from methanol/diethyl ether

Procedimiento

A solution of 2-diisopropylaminoethyl chloride hydrochloride (40.0 g, 0.2 mole) and potassium phthalimide (74.0 g, 0.4 mole) as stirred overnight at 85° C. in 500 ml of dimethyl formamide. The reaction mixture was stirred to dryness on a rotary evaporator, and the residue was partitioned between chloroform and water. The chloroform layer was extracted with 10% sodium hydroxide. After drying and removal of solvent, a brown oil was obtained which slowly crystallized. A portion of the oil was converted to the hydrochloride salt and recrystallized from methanol/diethyl ether to give 4.18 g (62.3%) of white crystalline product, m.p. 209°-211° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04724235uspto-grants-1988_02