Sodium Hydroxide → 2-(2-Fluorophenylthio) 5-chlorobenzaldehyde

HRID 1388531Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1388531
[OH-].[Na+].Cl[C:4]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:5]=1[CH:6]=[O:7].[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[SH:20]>O>[F:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:20][C:4]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][C:5]=1[CH:6]=[O:7]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 807022,5-DichlorobenzaldehydeHCID 5202162-Fluorothiophenol

Produkt 1

HCID 128159132-(2-Fluorophenylthio) 5-chlorobenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

solution of 3.4 g sodium hydroxide in 6 ml of water and then 14 g of 2,5-dichlorobenzaldehyde (H. Erdmann, Justus Liebigs Ann. Chem. 272, 155, 1893) are added to a solution of 10.8 g 2-fluorothiophenol (reference above) in 20 ml of hexamethylphosphortriamide. Then, the mixture is heated for 5.5 hours to 100° C. After cooling it is diluted with 150 ml of water and extracted with benzene. The extract is washed with a 5% sodium hydroxide solution and with water, dried with magnesium sulfate and evaporated. Crude 2-(2-fluorophenylthio) 5-chlorobenzaldehyde is obtained which is then recrystallized from 20 ml ethanol; 16.0 g, m.p. 85.5°-88° C. A further crystallization affords an analytically pure product, m.p. 87°-88° C.

Aufarbeitung

  1. temperatureThen, the mixture is heated for 5.5 hours to 100° C
  2. temperatureAfter cooling it
  3. extractionextracted with benzene
  4. washThe extract is washed with a 5% sodium hydroxide solution and with water
  5. dry with materialdried with magnesium sulfate
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d3efd307fb8744eab7afdd6ebbef1525
Quelldatensatz
uspto-grants-1984_02
Patentnummer
US04431808

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