Tert-butyl 6-(hydroxymethyl)-2-naphthylcarbamate → Tert-butyl 6-formyl-2-naphthylcarbamate

HRID 585301Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 585301
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH:7]=[CH:6]2>ClCCl.[O-2].[O-2].[Mn+4]>[CH:2]([C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([NH:13][C:14](=[O:20])[O:15][C:16]([CH3:18])([CH3:17])[CH3:19])[CH:7]=[CH:6]2)=[O:1]

Komponenten

4

Edukt 1

HCID 22340343Tert-butyl 6-(hydroxymethyl)-2-naphthylcarbamate

Produkt 1

HCID 22340481Tert-butyl 6-formyl-2-naphthylcarbamateAusbeute 89,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The tert-butyl 6-(hydroxymethyl)-2-naphthylcarbamate (1.00 g, 3.66 mmol) obtained in the above 2) was dissolved in dichloromethane (18 ml), manganese dioxide (1.59 g, 18.3 mmol) was added thereto, and the mixture was stirred at room temperature for 4 hours. The insolubles were filtered, the filtrate was concentrated under reduced pressure., and crystallized from diisopropyl ether to obtain tert-butyl 6-formyl-2-naphthylcarbamate (889 mg) as a white powder.

Aufarbeitung

  1. filtrationThe insolubles were filtered
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. custom, and crystallized from diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-654f0be8e27246e0b6ec635b9926ce0d
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06930185B2

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