Methanol → 3-Methyl-indan-1-ylamine

HRID 1397519

Reaktionsgleichung

Reaktionsgleichung von HRID 1397519
C[CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[N:11]O.[CH3:13]O>[Pd]>[CH3:13][CH:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]([NH2:11])[CH2:2]1

Komponenten

4

Edukt 2

HCID 887MethanolHCID 73454082Methylindan-1-one oxime

Produkt 1

HCID 227426043-Methyl-indan-1-ylamineAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23938PalladiumKatalysator

Versuchsvorschrift

A mixture of-methylindan-1-one oxime (223 mg, 1.38 mmol) and 10% palladium on carbon (14.7 mg, 50% water wet) in MeOH (5.00 mL) was stirred under an atmosphere of hydrogen overnight. The mixture was then filtered through celite, washed through with MeOH and the combined filtrates were concentrated in vacuo to afford the title compound (195 mg, 96%). 1H NMR (CDCl3, 300 MHz) δ: 7.39-7.14 (m, 4H), 4.26 (dd, J=7.2, 9.4 Hz, 1H), 3.13-2.96 (m, 1H), 2.71 (ddd, J=6.9, 6.9, 12.5 Hz, 1H), 1.75 (bs, 2H), 1.35 (d, J=6.8 Hz, 3H), 1.25 (ddd, =9.9, 9.9, 11.7 Hz, 1H) ppm.

Aufarbeitung

  1. filtrationThe mixture was then filtered through celite
  2. washwashed through with MeOH
  3. concentrationthe combined filtrates were concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-859be4cb240648ec811f481b3791fe8e
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08901136B2

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