4-(Methylamino)benzoic acid → Cis-4-(methylamino)cyclohexanecarboxylic acid

HRID 2295293

Reaktionsgleichung

Reaktionsgleichung von HRID 2295293
[CH3:1][NH:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([OH:9])=[O:8])=[CH:5][CH:4]=1.[H][H]>[Rh].O>[CH3:1][NH:2][CH:3]1[CH2:11][CH2:10][CH:6]([C:7]([OH:9])=[O:8])[CH2:5][CH2:4]1

Komponenten

5

Edukt 2

HCID 663454-(Methylamino)benzoic acidHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 429561Cis-4-(methylamino)cyclohexanecarboxylic acidAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23948RhodiumKatalysatorHCID 962WaterLösungsmittel

Versuchsvorschrift

A slurry of 33.0 g (0.218 m) of 4-(methylamino)benzoic acid and 4.0 g of 5% rhodium on alumina catalyst in 350 ml of water was shaken under 1500 psig of hydrogen for 24 hours. The insolubles were removed by filtration. The slurry from partial removal of water under reduced pressure was diluted with 300 ml of N,N-dimethylformamide and chilled. The precipitated solid was filtered, washed with several portions of cold acetone, and dried to yield 23 g (75%) of 4-(methylamino)cyclohexanecarboxylic acid.

Aufarbeitung

  1. customThe insolubles were removed by filtration
  2. customThe slurry from partial removal of water under reduced pressure
  3. additionwas diluted with 300 ml of N,N-dimethylformamide
  4. temperaturechilled
  5. filtrationThe precipitated solid was filtered
  6. washwashed with several portions of cold acetone
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-58d2685837484985a77bef64d1f51f42
Quelldatensatz
uspto-grants-1984_01
Patentnummer
US04424213

Verknüpfte Notizen

Wird geladen…