Dimethylformamide → 2-(2,5-Difluorophenylthio)-5-methoxy-benzaldehyde

HRID 1388537

Reaktionsgleichung

Reaktionsgleichung von HRID 1388537
Br[C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=[O:5].[F:12][C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=1[SH:20].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>[Cu].O>[F:12][C:13]1[CH:18]=[CH:17][C:16]([F:19])=[CH:15][C:14]=1[S:20][C:2]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:3]=1[CH:4]=[O:5]

Komponenten

7

Edukt 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 3444802-Bromo-5-methoxybenzaldehydeHCID 38363232,5-Difluorobenzene-1-thiol

Produkt 1

HCID 128159522-(2,5-Difluorophenylthio)-5-methoxy-benzaldehydeAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23978CopperKatalysatorHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of 19.7 g of 2-bromo-5-methoxybenzaldehyde (of Example 9, reference above), 14.1 g of 2,5-difluorothiophenol (of Example 11, reference above), 14.0 g of potassium carbonate, 75 ml dimethylformamide and 2.1 g of copper catalyst is stirred and heated to 150° C. for 6 hours. It is then diluted with 150 ml of water and extracted with benzene. The extract is washed with water, dried with magnesium sulfate and evaporated. The residue is processed by distillation. There are obtained 13.3 g (52%) of 2-(2,5-difluorophenylthio)-5-methoxy-benzaldehyde boiling at 163°-165° C./40 Pa. The product is crystallized from cyclohexane and melts in a pure state at 67°-68° C.

Aufarbeitung

  1. extractionextracted with benzene
  2. washThe extract is washed with water
  3. dry with materialdried with magnesium sulfate
  4. customevaporated
  5. distillationThe residue is processed by distillation

Quellen und Nachweise

ORD-Eintrag
ord-0f3fefc692ba4cd192befc23e910e4a9
Quelldatensatz
uspto-grants-1984_02
Patentnummer
US04431808

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