Methyl 6-(Hydroxymethyl)-2-naphthoate → Methyl 6-formyl-2-naphthalenecarboxylate

HRID 480938

Reaktionsgleichung

Reaktionsgleichung von HRID 480938
[OH:1][CH2:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13]([O:15][CH3:16])=[O:14])[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]([C:13]([O:15][CH3:16])=[O:14])[CH:7]=[CH:6]2)=[O:1]

Komponenten

4

Edukt 1

HCID 11127663Methyl 6-(Hydroxymethyl)-2-naphthoate

Produkt 1

HCID 11521354Methyl 6-formyl-2-naphthalenecarboxylateAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Activated manganese dioxide (2.1 g) was added to a solution of methyl 6-hydroxymethyl-2-naphthalenecarboxylate (266 mg, 1.23 mmol) obtained in example 3 (1) in dichloromethane (30 ml). The resulting mixture was stirred at room temperature for 1.5 hours. At the end of this time the reaction mixture was chromatographed on a silica gel column using ethyl acetate-hexane (1:2) as the eluant to obtain methyl 6-formyl-2-naphthalenecarboxylate (237 mg, yield 90%) as a white solid which was recrystallized from ethyl acetate-hexane to give white fluffy crystals.

Aufarbeitung

  1. customAt the end of this time the reaction mixture was chromatographed on a silica gel column

Quellen und Nachweise

ORD-Eintrag
ord-3ab53bfdbeda473bb6686efbb8364318
Quelldatensatz
uspto-grants-2003_11
Patentnummer
US06653330B2

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