m-Chloroperbenzoic acid → 3-[(3-Isopropyl-oxazolidin-2-on-5-yl)methoxy]-6-methyl-pyridine-1-oxide

HRID 647979Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 647979
ClC1C=CC=C(C(OO)=[O:9])C=1.[CH:12]([N:15]1[CH2:19][CH:18]([CH2:20][O:21][C:22]2[CH:23]=[N:24][C:25]([CH3:28])=[CH:26][CH:27]=2)[O:17][C:16]1=[O:29])([CH3:14])[CH3:13]>ClCCl>[CH:12]([N:15]1[CH2:19][CH:18]([CH2:20][O:21][C:22]2[CH:23]=[N+:24]([O-:9])[C:25]([CH3:28])=[CH:26][CH:27]=2)[O:17][C:16]1=[O:29])([CH3:14])[CH3:13]

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 204834455-{[(6-Methylpyridin-3-yl)oxy]methyl}-3-(propan-2-yl)-1,3-oxazolidin-2-one

Produkt 1

HCID 204834313-[(3-Isopropyl-oxazolidin-2-on-5-yl)methoxy]-6-methyl-pyridine-1-oxide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A solution of 4.1 g of m-chloroperbenzoic acid in 30 ml of dichloromethane is added over the course of 10 minutes to a solution of 4.8 g of 3-isopropyl-5-[(6-methylpyridin-3-yloxy)methyl]-oxazolidin-2-one in 50 ml of dichloromethane, whilst stirring, and the mixture is left to stand overnight at room temperature. After dilution with 50 ml of dichloromethane the reaction mixture is extracted with 20 ml of saturated potassium bicarbonate solution at a time, dried over sodium sulphate and evaporated in vacuo. The crystalline residue is recrystallised from dichloromethane-ether. 3-[(3-Isopropyloxazolidin-2-on-5-yl)methoxy]-6-methyl-pyridine-1-oxide, thus obtained, melts at 137°-139° C.

Aufarbeitung

  1. waitthe mixture is left
  2. extractionAfter dilution with 50 ml of dichloromethane the reaction mixture is extracted with 20 ml of saturated potassium bicarbonate solution at a time
  3. dry with materialdried over sodium sulphate
  4. customevaporated in vacuo
  5. customThe crystalline residue is recrystallised from dichloromethane-ether

Quellen und Nachweise

ORD-Eintrag
ord-0105d3af82ca40849a74f2c7564ea8fb
Quelldatensatz
uspto-grants-1983_10
Patentnummer
US04410530

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