Methanol → 3-Methyl-indan-1-ylamine

HRID 447580

Reaktionsgleichung

Reaktionsgleichung von HRID 447580
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-39336fb298a74b818ff64eba59d7b93e
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08481550B2

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