Piperidine → 2-(Piperidine-1-carbonyl)aniline

HRID 64884Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 64884
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[C:7]12[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=1)[NH:12]C(=O)O[C:8]2=[O:9]>C1(C)C=CC=CC=1>[NH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:7]=1[C:8]([N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)=[O:9]

Komponenten

4

Edukt 2

HCID 8082PiperidineHCID 8359Isatoic Anhydride

Produkt 1

HCID 5587302-(Piperidine-1-carbonyl)aniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

Piperidine (1.63 liter) was added over a period of 30 minutes to a slurry of 2.5 kg isatoic anhydride in 12.5 liters of toluene. The reaction mixture was stirred for 20 minutes and extracted four times with 5 liters of 1.2N hydrochloric acid. The extracts were made basic and the product extracted with 12.5 liters of isopropyl acetate. The organic layer was washed with water and saturated sodium chloride solution and then concentrated to a thick slurry with a volume of 4 liters. The solid product was collected, washed with cold isopropyl acetate and dried overnight in vacuo to give 2.22 kg of 1-(2-aminobenzoyl)piperidine. Concentration of the filtrate afforded a second crop of 0.23 kg.

Aufarbeitung

  1. extractionextracted four times with 5 liters of 1.2N hydrochloric acid
  2. extractionthe product extracted with 12.5 liters of isopropyl acetate
  3. washThe organic layer was washed with water and saturated sodium chloride solution
  4. concentrationconcentrated to a thick slurry with a volume of 4 liters
  5. customThe solid product was collected
  6. washwashed with cold isopropyl acetate
  7. customdried overnight in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a6c66f8fad254ccfab5683c29a1e4403
Quelldatensatz
uspto-grants-1986_09
Patentnummer
US04610991

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