Chlorodifluoromethane → 4-Chloro-4'-difluoromethylthiomethyl-benzophenone

HRID 2098

Reaktionsgleichung

Reaktionsgleichung von HRID 2098
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][SH:15])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[OH-].[K+].O1CCOCC1.[F:26][CH:27](Cl)[F:28]>O>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][S:15][CH:27]([F:28])[F:26])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 6372ChlorodifluoromethaneHCID 14797Potassium HydroxideHCID 312751,4-DioxaneHCID 196893804-Chloro-4'-mercaptomethylbenzophenone2×

Produkt 1

HCID 196893694-Chloro-4'-difluoromethylthiomethyl-benzophenoneAusbeute 36 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

4-chloro-4'-mercaptomethylbenzophenone (14.7 g) and potassium hydroxide (15 g) was added to a solvent comprising dioxane (100 ml) and water (100 ml). Difluoromethyl chloride was blown into this solution at 60° C. until the starting material 4-chloro-4'-mercaptomethylbenzophenone disappeared. The reaction product was cooled to room temperature and then subjected to filtration. The organic layer as the filtrate was dried over anhydrous magnesium sulfate add concentrated. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1) to obtain the desired product (6.4 g, melting point: 34° to 35° C., yield: 36%).

Aufarbeitung

  1. filtrationsubjected to filtration
  2. dry with materialThe organic layer as the filtrate was dried over anhydrous magnesium sulfate
  3. additionadd
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1)

Quellen und Nachweise

ORD-Eintrag
ord-54662bdd64d74fb6bcb38cb65a7a5fc0
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05728699

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