Hydroquinone → 4-(3,5-Dichloro-pyridin-2-yloxy)-phenol

HRID 249197Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 249197
Cl[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([Cl:9])=[CH:4][N:3]=1.[C:10]1([CH:17]=[CH:16][C:14]([OH:15])=[CH:13][CH:12]=1)[OH:11]>CS(C)=O.O.C1OCCOCCOCCOCCOCCOC1>[Cl:8][C:7]1[C:2]([O:11][C:10]2[CH:17]=[CH:16][C:14]([OH:15])=[CH:13][CH:12]=2)=[N:3][CH:4]=[C:5]([Cl:9])[CH:6]=1

Komponenten

6

Edukt 2

HCID 785HydroquinoneHCID 27666Pyridine, 2,3,5-trichloro-

Produkt 1

HCID 6208804-(3,5-Dichloro-pyridin-2-yloxy)-phenolAusbeute 48,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 2855718-Crown-6KatalysatorHCID 679Dimethyl SulfoxideLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

2,3,5-Trichloropyridine (69.32 g, 0.38 mol) and 18-crown-6 (4.0 g, 0.015 mol) are added to a mixture of the dipotassium salt of hydroquinone (prepared from hydroquinone (44.0 g, 0.4 mol) and potassium hydroxide (45.0 g, 0.8 mol)) in dimethyl sulfoxide (700 mL). The reaction mixture is stirred overnight at room temperature, heated at 60° C. for 21/2 hours, diluted with water and extracted with ether. The combined organic extracts are washed with water, treated with charcoal, dried over anhydrous magnesium sulfate and concentrated in vacuo to obtain the title product as a white solid (47.23 g, mp 122°-123.5° C.)

Aufarbeitung

  1. temperatureheated at 60° C. for 21/2 hours
  2. extractionextracted with ether
  3. washThe combined organic extracts are washed with water
  4. additiontreated with charcoal
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-b83ad9e263e941e281837bdecdd8640c
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05213606

Notizen zur Reaktion

Wird geladen…