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m-Chloroperbenzoic acid → 6-butoxy-alpha-picoline N-oxide

HRID 1587691
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1587691
[CH2:1]([O:5][C:6]1[N:11]=[C:10]([CH3:12])[CH:9]=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].ClC1C=CC=C(C(OO)=[O:21])C=1>C(OCC)C>[CH2:1]([O:5][C:6]1[CH:7]=[CH:8][CH:9]=[C:10]([CH3:12])[N+:11]=1[O-:21])[CH2:2][CH2:3][CH3:4]
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Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 197561256-Butoxy-alpha-picoline

Produkt 1

HCID 678527606-butoxy-alpha-picoline N-oxideAusbeute 51,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of 19.0 g (0.12 mol) of 6-butoxy-α-picoline dissolved in 250 ml of diethyl ether was portionwise added 23.8 g (0.14 mol) of m-chloroperbenzoic acid under ice-cooling. After standing under ice-cooling for one hour, the mixture was further left to stand at room temperature for several days. The reaction mixture was extracted with water and then adjusted to pH=11 with an addition of sodium carbonate. After extraction with chloroform, the extract was concentrated under a reduced pressure to give 11.2 g of the desired product.

Aufarbeitung

  1. temperaturecooling
  2. temperaturecooling for one hour
  3. waitthe mixture was further left
  4. waitto stand at room temperature for several days
  5. extractionThe reaction mixture was extracted with water
  6. additionadjusted to pH=11 with an addition of sodium carbonate
  7. extractionAfter extraction with chloroform
  8. concentrationthe extract was concentrated under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ecf1ec186948484f845f8d0849ebd3b1
Quelldatensatz
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05219847

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