Sodium Hydroxide → 2-(2,5-Difluorophenylthio)-5-chlorobenzaldehyde

HRID 1388535

Reaktionsgleichung

Reaktionsgleichung von HRID 1388535
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[SH:9].[OH-].[Na+].Cl[C:13]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:14]=1[CH:15]=[O:16]>O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[S:9][C:13]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:14]=1[CH:15]=[O:16]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 807022,5-DichlorobenzaldehydeHCID 38363232,5-Difluorobenzene-1-thiol

Produkt 1

HCID 128159512-(2,5-Difluorophenylthio)-5-chlorobenzaldehydeAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

The solution of 13.1 g of 2,5-difluorothiophenol (I.Cervena et al., Collect. Czech. Chem. Commun. 45, 2688, 1980) in 20 ml hexamethylphosphortriamide is treated with a solution of 3.6 g of sodium hydroxide in 6 ml of water and then with 13.65 g of 2,5-dichlorobenzaldehyde (of Example 6, reference above). Then, the mixture is heated while stirring for 5.5 hours to 100° C. It is then diluted with 150 ml of water and extracted with benzene. The extract is washed with a 5% sodium hydroxide solution and water, dried with magnesium sulfate and evaporated. The residue is crystallized from a mixture of benzene and petroleum ether. There are obtained 16.4 g (74%) 2-(2,5-difluorophenylthio)-5-chlorobenzaldehyde which melts in a pure state at 88°-90° C.

Aufarbeitung

  1. temperatureThen, the mixture is heated
  2. extractionextracted with benzene
  3. washThe extract is washed with a 5% sodium hydroxide solution and water
  4. dry with materialdried with magnesium sulfate
  5. customevaporated
  6. customThe residue is crystallized from a mixture of benzene and petroleum ether

Quellen und Nachweise

ORD-Eintrag
ord-6002b79d316e46049eaffc1415cdfd10
Quelldatensatz
uspto-grants-1984_02
Patentnummer
US04431808

Verknüpfte Notizen

Wird geladen…