Reaktion #444141

ord-0d965eeb365e4452a161846ad65091c6

Reaktionsgleichung

O=N[O-].[Na+]
sodium nitrite
F[B-](F)(F)F.[Na+]
sodium tetrafluoroborate
Cl
hydrochloric acid
COc1ccc(N)cc1OC1CCCC1
3-cyclopentyloxy-4-methoxyaniline
COc1ccc([N+]#N)cc1OC1CCCC1.F[B-](F)(F)F
3-cyclopentyloxy-4-methoxyphenyldiazonium tetrafluoroborate
Ausbeute 101.2%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeremains from 0° C. and 5° C
  2. 2
    Sonstigethe temperature below 5° C
  3. 3
    TemperaturThe stirred solution, while still maintained at below 5° C.
  4. 4
    FiltrationThe resulting precipitate is filtered off
  5. 5
    Waschenwashed with cold water (3 mL)
  6. 6
    Sonstigedried in vacuo

Vorschrift

A stirred solution of concentrated hydrochloric acid (1.7 mL) in water (5 mL) from 0° C. and 5° C. is treated with 3-cyclopentyloxy-4-methoxyaniline (0.83 g), followed by a solution of sodium nitrite (0.29 g) in water (0.6 mL), at such a rate that the temperature remains from 0° C. and 5° C. The resulting solution is stirred for a further 10 minutes, while keeping the temperature below 5° C. The stirred solution, while still maintained at below 5° C., is then treated dropwise with a solution of sodium tetrafluoroborate (0.88 g) in water (1.8 mL). The resulting precipitate is filtered off, washed with cold water (3 mL) and dried in vacuo, to give 3-cyclopentyloxy-4-methoxyphenyldiazonium tetrafluoroborate (1.24 g) in the form of a gray solid, m.p. 120° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05840724uspto-grants-1998_11