Allyl bromide → 3-Chloro-2-nitrophenyl allyl ether

HRID 1460369

Reaktionsgleichung

Reaktionsgleichung von HRID 1460369
[Cl:1][C:2]1[C:3]([N+:9]([O-:11])=[O:10])=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:18](Br)[CH:19]=[CH2:20]>CC(C)=O>[CH2:20]([O:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[N+:9]([O-:11])=[O:10])[CH:19]=[CH2:18]

Komponenten

5

Edukt 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 136221703-Chloro-2-nitrophenol

Produkt 1

HCID 199816133-Chloro-2-nitrophenyl allyl etherAusbeute 84,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

4.7g of 3-chloro-2-nitrophenol in 30ml of acetone were treated with 3.7g potassium carbonate and then reacted with 3.25g allylbromide under reflux for 8 hours. The reaction mixture was cooled and filtered and the residue extracted into chloroform, washed once with water, dried using sodium sulphate and 6.5g of an oily residue obtained The crude product was then purified by flash chromatography to give 4.85g of 3-chloro-2-nitrophenyl allyl ether as a colourless oil (yield 84%).

Aufarbeitung

  1. temperatureunder reflux for 8 hours
  2. temperatureThe reaction mixture was cooled
  3. filtrationfiltered
  4. extractionthe residue extracted into chloroform
  5. washwashed once with water
  6. customdried
  7. customobtained The crude product
  8. customwas then purified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-c88e7492dff74f3b91785b183962a305
Quelldatensatz
uspto-grants-1991_12
Patentnummer
US05071468

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