Water → 1-(Benzyloxy)-2-chloro-3-nitrobenzene

HRID 1886980Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1886980
[Cl:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:11].C(=O)([O-])[O-].[Cs+].[Cs+].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.O>CN(C)C=O>[CH2:18]([O:11][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]=1[Cl:1])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 7498Benzyl BromideHCID 10796Cesium carbonateHCID 3013917Phenol, 2-chloro-3-nitro-

Produkt 1

HCID 143561211-(Benzyloxy)-2-chloro-3-nitrobenzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A mixture of 5.37 g (30.9 mmol) of 2-chloro-3-nitrophenol and 12.6 g (38.7 mmol) of cesium carbonate in 60 mL of dimethylformamide (DMF) was cooled to 0° C. and 4.04 mL (34.0 mmol) of benzyl bromide was added. The mixture was warmed to 22° C. and stirred for 16 hours. Water was added and the resulting mixture was extracted with ether. The organic extract was dried (Na2SO4) and evaporated. The residue was crystallized from ethyl acetate and hexane to give 1-(benzyloxy)-2-chloro-3-nitrobenzene.

Aufarbeitung

  1. temperatureThe mixture was warmed to 22° C.
  2. extractionthe resulting mixture was extracted with ether
  3. extractionThe organic extract
  4. dry with materialwas dried (Na2SO4)
  5. customevaporated
  6. customThe residue was crystallized from ethyl acetate and hexane

Quellen und Nachweise

ORD-Eintrag
ord-493ff34e60c14238a601e5d8499ab7f5
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08501727B2

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