Reacción #94375

ord-84f17fd872024601a2eeeb16e6fa15d6

Ecuación de reacción

BrCCCCBr
1,4-dibromobutane
[Na+].[OH-]
NaOH
O=C([O-])[O-].[K+].[K+]
K2CO3
Cc1cc(N)cc(C)c1OC12CC3CC(CC(C3)C1)C2.Cl
4-(1-adamantyloxy)-3,5-dimethylaniline hydrochloride
→
Cc1cc(N2CCCC2)cc(C)c1OC12CC3CC(CC(C3)C1)C2
N-[4-(1-Adamantyloxy)-3,5-dimethylphenyl]-pyrrolidine

Reactantes

—
amine
BrCCCCBr
1,4-dibromobutane
—
three
[Na+].[OH-]
NaOH
O=C([O-])[O-].[K+].[K+]
K2CO3
Cc1cc(N)cc(C)c1OC12CC3CC(CC(C3)C1)C2.Cl
4-(1-adamantyloxy)-3,5-dimethylaniline hydrochloride

Reactivos

Ninguno

Disolventes

CCO
ethanol
O
water

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Lavadoby washing a CH2Cl2 solution of 2.1 g
  2. 2
    Lavadowash
  3. 3
    Otrodrying
  4. 4
    Concentración(anhydrous MgSO4) and concentration

Procedimiento

The amine obtained by washing a CH2Cl2 solution of 2.1 g. (6.82 mmole) of 4-(1-adamantyloxy)-3,5-dimethylaniline hydrochloride with three 25 ml. portions of 10% aq. NaOH followed by a water wash, drying (anhydrous MgSO4) and concentration, was combined with 1.47 g. (6.82 mmole) of 1,4-dibromobutane and 2.07 g. (15.0 mmole) of K2CO3 in 20 ml. of absolute ethanol and refluxed for approximately 18 hours.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04130561uspto-grants-1978_12