HCID 57467306, Verbindung → Tert-butyl [7-(aminomethyl)-1-benzyl-1,2,3,4-tetrahydronaphthalen-2-yl]carbamate

HRID 82863Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 82863
[CH2:1]([CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:18]#[N:19])[CH:16]=2)[CH2:11][CH2:10][CH:9]1[NH:20][C:21](=[O:27])[O:22][C:23]([CH3:26])([CH3:25])[CH3:24])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1COCC1.N.[Ni]>[NH2:19][CH2:18][C:15]1[CH:16]=[C:17]2[C:12]([CH2:11][CH2:10][CH:9]([NH:20][C:21](=[O:27])[O:22][C:23]([CH3:25])([CH3:24])[CH3:26])[CH:8]2[CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:13][CH:14]=1

Komponenten

5

Edukt 1

HCID 57467306HCID 57467306, Verbindung

Produkt 1

HCID 57471193Tert-butyl [7-(aminomethyl)-1-benzyl-1,2,3,4-tetrahydronaphthalen-2-yl]carbamateAusbeute 100,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 935NickelKatalysatorHCID 222AmmoniaLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

tert-Butyl 1-benzyl-7-cyano-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate (1.787 g, 4.93 mmol) was dissolved in THF (40 mL) and 7 N methanolic ammonia (40 mL). Raney nickel (0.422 g, 4.93 mmol) was added. The vessel was evacuated and filled with Hydrogen at atmospheric pressure. The mixture was stirred overnight at room temperature. The catalyst was filtered off on a celite pad and washed with 500 mL MeOH. Product was obtained as a crimson powder (1.813 g, 4.95 mmol, 100%) after evaporating the solvent.

Aufarbeitung

  1. customThe vessel was evacuated
  2. additionfilled with Hydrogen at atmospheric pressure
  3. filtrationThe catalyst was filtered off on a celite pad
  4. washwashed with 500 mL MeOH

Quellen und Nachweise

ORD-Eintrag
ord-6cf86237fda544c1a2ce561a2ddc0aac
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846741B2

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