Water → Ethyl 5-fluoro-2-[(3-fluorophenyloxy)methyl]benzoate

HRID 477790Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 477790
[Na].[F:2][C:3]1[CH:4]=[C:5]([OH:9])[CH:6]=[CH:7][CH:8]=1.[F:10][C:11]1[CH:12]=[CH:13][C:14]([CH2:22]Br)=[C:15]([CH:21]=1)[C:16]([O:18][CH2:19][CH3:20])=[O:17].O>C(O)C>[F:10][C:11]1[CH:12]=[CH:13][C:14]([CH2:22][O:9][C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([F:2])[CH:4]=2)=[C:15]([CH:21]=1)[C:16]([O:18][CH2:19][CH3:20])=[O:17]

Komponenten

6

Edukt 4

HCID 962WaterHCID 97433-FluorophenolHCID 5360545SodiumHCID 14626277Ethyl 2-(bromomethyl)-5-fluorobenzoate

Produkt 1

HCID 14626278Ethyl 5-fluoro-2-[(3-fluorophenyloxy)methyl]benzoateAusbeute 105,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 1.5 g of sodium metal in 100 ml of ethanol are added 8 g of 3-fluorophenol and 17 g of ethyl 5-fluoro-2-bromomethylbenzoate [U.S. Pat. No. 4,082,850]and the mixture is refluxed with heating for 8 hours. After cooling, 300 ml of water is added and the mixture is extracted with toluene. The extract is washed with water and a saturated saline solution and dried over magnesium sulfate. The solvent is distilled off under reduced pressure to give 20 g of ethyl 5-fluoro-2-[(3-fluorophenyl oxy)methyl]benzoate (oil). Mass spectrum m/z: 292(M+).

Aufarbeitung

  1. temperature4,082,850]and the mixture is refluxed
  2. temperaturewith heating for 8 hours
  3. temperatureAfter cooling
  4. extractionthe mixture is extracted with toluene
  5. washThe extract is washed with water
  6. dry with materiala saturated saline solution and dried over magnesium sulfate
  7. distillationThe solvent is distilled off under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3efcb309c61045da9ed872907fc21c6c
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04889858

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