Allyl bromide → Ethyl 2-(3-nitro-4-allyloxyphenyl)propionate

HRID 328165Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 328165
[N+:1]([C:4]1[CH:5]=[C:6]([CH:11]([CH3:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:7]=[CH:8][C:9]=1[OH:10])([O-:3])=[O:2].[CH2:18](Br)[CH:19]=[CH2:20].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[N+:1]([C:4]1[CH:5]=[C:6]([CH:11]([CH3:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:7]=[CH:8][C:9]=1[O:10][CH2:20][CH:19]=[CH2:18])([O-:3])=[O:2]

Komponenten

5

Edukt 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 21444155Ethyl 2-(4-hydroxy-3-nitrophenyl)propanoate

Produkt 1

HCID 21444159Ethyl 2-(3-nitro-4-allyloxyphenyl)propionate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A mixture of 2.39g of ethyl 2-(3-nitro-4-hydroxyphenyl)propionate, 1.45g of allylbromide and 1.65g of potassium carbonate in 20ml of acetone was refluxed for 4 hours. After cooling, the solvent was distilled under reduced pressure. The residue was dissolved in ethyl acetate and washed with water. After the solution was dried over magnesium sulfate, the solvent was distilled off. The thus obtained oily substance was purified by means of silica gel chromatography, to give the object compound in a yield of 2.51g (90%).

Aufarbeitung

  1. temperaturewas refluxed for 4 hours
  2. temperatureAfter cooling
  3. distillationthe solvent was distilled under reduced pressure
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washwashed with water
  6. dry with materialAfter the solution was dried over magnesium sulfate
  7. distillationthe solvent was distilled off
  8. customThe thus obtained oily substance was purified by means of silica gel chromatography
  9. customto give the object compound in a yield of 2.51g (90%)

Quellen und Nachweise

ORD-Eintrag
ord-db37a75043164c6b8b4aa3f1463faeb9
Quelldatensatz
uspto-grants-1977_04
Patentnummer
US04016193

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