Cyclohexylamine → 6-(Cyclohexylamino)-6-oxohexanoic acid

HRID 486052

Reaktionsgleichung

Reaktionsgleichung von HRID 486052
C(O[C:4](=[O:12])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10])C.[CH:13]1([NH2:19])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>O>[CH:13]1([NH:19][C:4](=[O:12])[CH2:5][CH2:6][CH2:7][CH2:8][C:9]([OH:11])=[O:10])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1

Komponenten

4

Edukt 2

HCID 7965CyclohexylamineHCID 122951-Ethyl hexanedioate

Produkt 1

HCID 224484036-(Cyclohexylamino)-6-oxohexanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

34.8 g (0.2 mol) of adipic acid monoethyl ester are added dropwise and with stirring to 19.8 g (0.2 mol) of cyclohexylamine. The temperature rises to 60° C. The reaction mixture is heated to 80° C. for 1 h. After cooling, the solution is poured into 200 ml of water and then extracted with 300 ml of ethyl ether. The ether phase is stirred into 150 ml of potassium hydrogen carbonate solution. After separation of the ether phase when settling has taken place, the aqueous phase is acidified to pH 1 with concentrated hydrochloric acid. The precipitate is drained, washed with water, dried and recrystallised in acetonitrile.

Aufarbeitung

  1. customrises to 60° C
  2. temperatureAfter cooling
  3. extractionextracted with 300 ml of ethyl ether
  4. customAfter separation of the ether phase when
  5. washwashed with water
  6. customdried
  7. customrecrystallised in acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-8b82665ebe884b4b9d2beb5211d8de2e
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05290790

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