5-(tert-Butyl)-3,3-dimethyl-6-nitrobenzofuran-2(3H)-one → 6-Amino-5-(tert-butyl)-3,3-dimethylbenzofuran-2(3H)-one

HRID 1617302

Reaktionsgleichung

Reaktionsgleichung von HRID 1617302
[C:1]([C:5]1[C:6]([N+:17]([O-])=O)=[CH:7][C:8]2[O:12][C:11](=[O:13])[C:10]([CH3:15])([CH3:14])[C:9]=2[CH:16]=1)([CH3:4])([CH3:3])[CH3:2]>C1COCC1.[Pd]>[NH2:17][C:6]1[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:16][C:9]2[C:10]([CH3:15])([CH3:14])[C:11](=[O:13])[O:12][C:8]=2[CH:7]=1

Komponenten

4

Edukt 1

HCID 595441545-(tert-Butyl)-3,3-dimethyl-6-nitrobenzofuran-2(3H)-one

Produkt 1

HCID 595441486-Amino-5-(tert-butyl)-3,3-dimethylbenzofuran-2(3H)-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Pd/C (1.50 g) and compound 19 (3.00 g, 1.14 mmol) were suspended in THF (1500 mL) at 25° C. under hydrogen at 30 psi for 4 hours. The mixture was then filtered through a pad of Celite®, and the filtrate was concentrated in vacuo to give compound 20 as a white solid. 1H NMR (DMSO-d6; 400 MHz) δ 7.05 (s), δ 6.49 (s), δ 5.01 (s), δ 1.35 (s), δ 1.33 (s).

Aufarbeitung

  1. filtrationThe mixture was then filtered through a pad of Celite®
  2. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-f6d301e55e9443d68a9ba30d4640c15c
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08765957B2

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