Phosphorus tribromide → 3-(1-(Benzyloxyimino)ethyl)benzylbromide

HRID 2296970Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2296970
[CH2:1]([O:8][N:9]=[C:10]([C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15]O)[CH3:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Br)(Br)[Br:21]>C(OCC)C>[CH2:1]([O:8][N:9]=[C:10]([C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH2:15][Br:21])[CH3:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 24614Phosphorus tribromideHCID 867586303-(1-(Benzyloxyimino)ethyl)benzylalcohol

Produkt 1

HCID 734333223-(1-(Benzyloxyimino)ethyl)benzylbromideAusbeute 194,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a solution of 2.55 g (10 mmol) of 3-(1-(benzyloxyimino)ethyl)benzylalcohol in 20 ml of dry diethyl ether was added dropwise 1.35 g (4.5 mmol) of phosphorous tribromide with ice-cooling. The mixture was removed from an ice bath and stirred at room temperature for 6 hours. To the reaction mixture were added ice water and diethyl ether. The mixture was stirred for 30 minutes and separated. The organic layer was washed successively with an about 5% aqueous solution of sodium bicarbonate and water, then dried and concentrated to obtain 2.78 g (8.74 mmol) of 3-(1-(benzyloxyimino)ethyl)benzylbromide.

Aufarbeitung

  1. temperaturecooling
  2. customThe mixture was removed from an ice bath
  3. additionTo the reaction mixture were added ice water and diethyl ether
  4. stirringThe mixture was stirred for 30 minutes
  5. customseparated
  6. washThe organic layer was washed successively with an about 5% aqueous solution of sodium bicarbonate and water
  7. customdried
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9185698488d54e1086fed725b3e01fad
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06489487B1

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