Methanol → 3-Methyl-indan-1-ylamine

HRID 1677922Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1677922
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, J=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-c97665a2be484e299f96cbceab2af4af
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08008307B2

Notizen zur Reaktion

Wird geladen…