Ammonia → HCID 57931184, Verbindung

HRID 551160Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 551160
[CH2:1]([S:3]([N:6]1[CH2:11][CH2:10][C:9]([CH2:14][CH:15]2[CH2:19][CH2:18][CH2:17][O:16]2)([C:12]#[N:13])[CH2:8][CH2:7]1)(=[O:5])=[O:4])[CH3:2].N.O>CO.[Ni]>[CH2:1]([S:3]([N:6]1[CH2:11][CH2:10][C:9]([CH2:12][NH2:13])([CH2:14][CH:15]2[CH2:19][CH2:18][CH2:17][O:16]2)[CH2:8][CH2:7]1)(=[O:5])=[O:4])[CH3:2]

Komponenten

6

Edukt 3

HCID 222AmmoniaHCID 962WaterHCID 579311911-(Ethylsulfonyl)-4-[(tetrahydro-2-furanyl)methyl]-4-piperidinecarbonitrile

Produkt 1

HCID 57931184HCID 57931184, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 935NickelKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

In a heavy wall flask was placed 1-(ethylsulfonyl)-4-(tetrahydrofuran-2-ylmethyl)piperidine-4-carbonitrile (15, 2 g, 6.98 mmol) and 2N ammonia in methanol (50 ml). To this was added commercially available Raney nickel slurry in water (1.8 g, 20.94 mmol) and the solution agitated under hydrogen atmosphere (45 psi) at room temp for 12 hours. The catalyst was filtered off using celite and washed with MeOH (200 ml) and the combined organics concentrated in vacuo to give 1-[1-(ethylsulfonyl)-4-(tetrahydrofuran-2-ylmethyl)piperidin-4-yl]methanamine (16) as a clear semi-solid. MS 291 (M+1)

Aufarbeitung

  1. customIn a heavy wall flask was placed
  2. filtrationThe catalyst was filtered off
  3. washwashed with MeOH (200 ml)
  4. concentrationthe combined organics concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d16466a8126c408896b4f3761a16d860
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07947714B2

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