Cyclohexylamine → HCID 10403249, Verbindung

HRID 1744779Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1744779
[N+:1]([CH2:4][C@:5]1([CH2:12][C:13]([OH:15])=[O:14])[CH2:11][C@@H:10]2[C@H:6]1[CH2:7][CH2:8][CH2:9]2)([O-:3])=[O:2].C1(N)CCCCC1>C(OCC)(=O)C>[CH:4]1([NH2:1])[CH2:5][CH2:11][CH2:10][CH2:6][CH2:7]1.[N+:1]([CH2:4][C@:5]1([CH2:12][C:13]([OH:15])=[O:14])[CH2:11][C@@H:10]2[C@H:6]1[CH2:7][CH2:8][CH2:9]2)([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 7965CyclohexylamineHCID 10255676HCID 10255676, Verbindung

Produkt 1

HCID 10403249HCID 10403249, VerbindungAusbeute 177,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

A solution of nitro acid of Example 8 (928 g; 4.35 mol) in ethyl acetate (9.6 L) was dried by atmospheric azeotropic distillation at constant volume. After cooling the solution to 40° C., cyclohexylamine (423 g; 4.26 mol) was added over 15 minutes. The resultant slurry was cooled to 20° C. over 4 hours and left to stir for 13 hours at 20° C. The solid was collected by filtration and the damp filter cake washed with ethyl acetate (1.3 L). The isolated solid was then dried in vacuo at 30° C. for 18 hours to give the title compound as a white solid (1.205 Kg) in 91% yield.

Aufarbeitung

  1. temperatureThe resultant slurry was cooled to 20° C. over 4 hours
  2. waitleft
  3. filtrationThe solid was collected by filtration
  4. washthe damp filter cake washed with ethyl acetate (1.3 L)
  5. customThe isolated solid was then dried in vacuo at 30° C. for 18 hours

Quellen und Nachweise

ORD-Eintrag
ord-dc9e379f47a846cab451df7e49f63a6a
Quelldatensatz
uspto-grants-2006_03
Patentnummer
US07018818B2

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