Reaktion #1105

ord-8babbf86aa35457596df795b424dbf27

Reaktionsgleichung

Cl
HCl
[Mg]
magnesium
CCCCCCCCBr
octyl bromide
C1CCOC1
THF
COc1c(NC2CCC(=O)CC2)ccnc1C
4-(4-oxocyclohexylamino)-3-methoxy-2-methylpyridine
C1CCOC1
THF
CCCCC(O)(CCC)N(c1ccnc(C)c1OC)C1CCCCC1
4-[(4-Hydroxy-4-n-octyl)cyclohexylamino]-3-methoxy-2-methylpyridine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.DISTILLATIONThe THF is then distilled off in vacuo at room temperature
  2. 2
    Extraktionthe product is extracted from the solution which

Vorschrift

The Grignard solution is prepared from 0.73 g of magnesium and 6.0 g of octyl bromide in 50 ml of absolute THF. 2.8 g of 4-(4-oxocyclohexylamino)-3-methoxy-2-methylpyridine in 20 ml of THF are added dropwise to the solution. After 2 hours the mixture is acidified with 2N HCl. The THF is then distilled off in vacuo at room temperature and the product is extracted from the solution which is rendered alkaline with methylene chloride. Further working up takes place as in the previous working procedure.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723450uspto-grants-1998_03