Aniline → 1-[(3,4-Dihydro-2-naphthalenyl)methyl]-4-anilino isonipecotonitrile

HRID 2072477Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2072477
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][C:2]=1[CH2:11][N:12]1[CH2:17][CH2:16][C:15](=O)[CH2:14][CH2:13]1.[NH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[C-:26]#[N:27].[K+].[OH-].[NH4+]>O.C(O)(=O)C>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][C:2]=1[CH2:11][N:12]1[CH2:17][CH2:16][C:15]([NH:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)([C:26]#[N:27])[CH2:14][CH2:13]1

Komponenten

7

Edukt 4

HCID 6115AnilineHCID 9032Potassium CyanideHCID 14923Ammonium HydroxideHCID 214082251-[(3,4-Dihydro-2-naphthalenyl)methyl]-4-oxopiperidine

Produkt 1

HCID 537070301-[(3,4-Dihydro-2-naphthalenyl)methyl]-4-anilino isonipecotonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
30 °C

Versuchsvorschrift

A mixture of 1-[(3,4-dihydro-2-naphthalenyl)methyl]-4-oxopiperidine (24.0 g), aniline (9.3 g), and glacial acetic acid (70 ml) is cooled to 30° C and heated with a solution of potassium cyanide (7.2 g) in water (20 ml). The resulting mixture is stirred for 16 hours at room temperature. The reaction mixture is poured into aqueous ammonium hydroxide and extracted with chloroform. The organic solution is dried and concentrated to give the title compound.

Aufarbeitung

  1. extractionextracted with chloroform
  2. customThe organic solution is dried
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-f55c85131ed143b1bd9418451088a7dd
Quelldatensatz
uspto-grants-1977_09
Patentnummer
US04051248

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