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Piperidine → HCID 68546659, Verbindung

HRID 1841881
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1841881
[C:1]([CH2:3][C:4]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[O:5])#[N:2].[CH3:15][N:16]([CH3:27])[C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][C:24]=1[O:25][CH3:26])[CH:20]=O.N1CCCCC1>N1C=CC=CC=1>[C:1]([C:3](=[CH:20][C:19]1[CH:22]=[CH:23][C:24]([O:25][CH3:26])=[C:17]([N:16]([CH3:27])[CH3:15])[CH:18]=1)[C:4]([NH:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[O:5])#[N:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 8082PiperidineHCID 12225606Benzaldehyde, 3-(dimethylamino)-4-methoxy-HCID 85875172HCID 85875172, Verbindung

Produkt 1

HCID 68546659HCID 68546659, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

3.96 g (20 mMol 6-(2-cyan-acetylamino)hexanoic acid was dissolved in 27 ml pyridine. 3.64 g (20 mMol) 3-dimethylamino-4-methoxybenzaldehyde and 0.6 mL piperidine were added to the solution and the reaction mixture was stirred for 20 hours. After evaporation of the reaction mixture the residue was solved in 150 ml ethyl acetate and 150 ml water and the pH was adjusted with pure acetic acid to 4.2. The aqueous phase was extracted with ethyl acetate. The collected ethyl acetate phases were washed with NaCl-Solution, dried and evaporated. The residue was chromatographed on SiO2 with ethyl acetate under low pressure. The product was crystallized from little ethyl acetate.

Aufarbeitung

  1. customAfter evaporation of the reaction mixture the residue
  2. extractionThe aqueous phase was extracted with ethyl acetate
  3. washThe collected ethyl acetate phases were washed with NaCl-Solution
  4. customdried
  5. customevaporated
  6. customThe residue was chromatographed on SiO2 with ethyl acetate under low pressure
  7. customThe product was crystallized from little ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-11b227e362d247d6abe34ac0f6d8f0d4
Quelldatensatz
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08946129B2

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