Water → 2-Chloro-1-(3-fluoro-benzyloxy)-4-nitro-benzene

HRID 38506

Reaktionsgleichung

Reaktionsgleichung von HRID 38506
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5][OH:6].[OH-].[K+].O.Cl[C:14]1[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][C:15]=1[Cl:23]>C(OCC)(=O)C.C1(C)C=CC=CC=1>[Cl:23][C:15]1[CH:16]=[C:17]([N+:20]([O-:22])=[O:21])[CH:18]=[CH:19][C:14]=1[O:6][CH2:5][C:4]1[CH:7]=[CH:8][CH:9]=[C:2]([F:1])[CH:3]=1

Komponenten

7

Edukt 4

HCID 962WaterHCID 74431,2-Dichloro-4-nitrobenzeneHCID 14797Potassium HydroxideHCID 680083-Fluorobenzylic alcohol

Produkt 1

HCID 70592692-Chloro-1-(3-fluoro-benzyloxy)-4-nitro-benzeneAusbeute 63 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

To a mixture of 3-fluorobenzyl alcohol (7.88 g, 62.5 mmol), Aliquot 336 (8.08 g, 20.0 mmol), potassium hydroxide (3.51 g, 62.5 mmol) and water (40 mL) were added toluene (80 mL) and 1,2-dichloro-4-nitrobenzene (10.0 g, 52.1 mmol). The mixture was heated to 60° C. overnight with vigorous stirring. The mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over sodium sulfate, and the solvent was removed in vacuo. The residue was triturated with hot petroleum ether and tert-butyl methyl ether to yield 9.20 g (63%) of the title compound.

Aufarbeitung

  1. washwashed with water
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. customthe solvent was removed in vacuo
  4. customThe residue was triturated with hot petroleum ether and tert-butyl methyl ether

Quellen und Nachweise

ORD-Eintrag
ord-69410e23ead34d7c983e71982da85b2a
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08524722B2

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