m-Chloroperbenzoic acid → Methyl 2-methylnicotinate 1-oxide

HRID 2060609

Reaktionsgleichung

Reaktionsgleichung von HRID 2060609
[CH3:1][C:2]1[C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.C1C=C(Cl)C=C(C(OO)=[O:20])C=1>C(Cl)Cl>[CH3:1][C:2]1[N+:3]([O-:20])=[CH:4][CH:5]=[CH:6][C:7]=1[C:8]([O:10][CH3:11])=[O:9]

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 7015327Methyl 2-methylnicotinate

Produkt 1

HCID 20163965Methyl 2-methylnicotinate 1-oxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Methyl 2-methylpyridine-3-carboxylate (30 g, 198 mmol) was taken up in DCM (420 mL) and mCPBA (48.9 g, 218 mmol) was added. The resulting solution was stirred at room temperature overnight. The reaction mixture was purified directly by flash chromatography (silica, 0-20% MeOH/EtOAc) to afford the title compound as a beige solid. 1H NMR (500 MHz, d6-DMSO) δ 8.45 (d, 1H), 7.64 (d, 1H), 7.38 (t, 1H), 3.86 (s, 3H), 2.54 (s, 3H).

Aufarbeitung

  1. customThe reaction mixture was purified directly by flash chromatography (silica, 0-20% MeOH/EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-436bf10d20a14af4a037b2488e8b9794
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08278335B2

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