Dichloromethane → 2-tert-butyl-4-chloro-5-(2-fluoro-1-(4-tert-butylphenyl)-1-ethyl)oxy-3(2H)-pyridazinone

HRID 1479266Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1479266
[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8]([O:13][CH:14]([C:27]2[CH:32]=[CH:31][C:30]([C:33]([CH3:36])([CH3:35])[CH3:34])=[CH:29][CH:28]=2)[CH2:15]OS(C2C=CC(C)=CC=2)(=O)=O)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[F-:37].C([N+](CCCC)(CCCC)CCCC)CCC.ClCCl>O>[C:1]([N:5]1[C:10](=[O:11])[C:9]([Cl:12])=[C:8]([O:13][CH:14]([C:27]2[CH:32]=[CH:31][C:30]([C:33]([CH3:36])([CH3:35])[CH3:34])=[CH:29][CH:28]=2)[CH2:15][F:37])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 6344DichloromethaneHCID 2724141Tetrabutylammonium FluorideHCID 866003922-tert-butyl-4-chloro-5-(2-p-toluenesulfonyloxy-1-(4-tert-butylphenyl)-1-ethyl)oxy-3(2H)-pyridazinone

Produkt 1

HCID 671001272-tert-butyl-4-chloro-5-(2-fluoro-1-(4-tert-butylphenyl)-1-ethyl)oxy-3(2H)-pyridazinone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a 15 ml round bottom flask charged with 2-tert-butyl-4-chloro-5-(2-p-toluenesulfonyloxy-1-(4-tert-butylphenyl)-1-ethyl)oxy-3(2H)-pyridazinone (0.2 g, 0.375 mmol) is added 3.75 ml of tetrabutylammonium fluoride solution (1M in THF, 3.75 mmol). The mixture is first stirred at room temperature for 15 minutes after which it is heated for 15 minutes at 100° C. The solution is then cooled to room temperature and to it is added dichloromethane followed by water. The layers were separated and the organic layer is washed with water and then dried. The organic layer is then concentrated and subjected to purification using silica gel flash chromatography (ethyl acetate/hexanes) to obtain the above compound.

Aufarbeitung

  1. temperatureis heated for 15 minutes at 100° C
  2. temperatureThe solution is then cooled to room temperature and to it
  3. customThe layers were separated
  4. washthe organic layer is washed with water
  5. customdried
  6. concentrationThe organic layer is then concentrated
  7. customsubjected to purification
  8. customto obtain the above compound

Quellen und Nachweise

ORD-Eintrag
ord-c53fd610cace48de91bf3d12903e20c7
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09408927B2

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