Hydrochloric Acid → 1-(4-Hydroxy-3,5-di-isopropylphenyl)-2-p-tolyloxy-ethanone

HRID 1163464

Reaktionsgleichung

Reaktionsgleichung von HRID 1163464
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O-:8])=[CH:4][CH:3]=1.[K+].Cl[CH2:11][C:12]([C:14]1[CH:19]=[C:18]([CH:20]([CH3:22])[CH3:21])[C:17]([OH:23])=[C:16]([CH:24]([CH3:26])[CH3:25])[CH:15]=1)=[O:13].Cl>CN(C)C=O>[OH:23][C:17]1[C:18]([CH:20]([CH3:22])[CH3:21])=[CH:19][C:14]([C:12](=[O:13])[CH2:11][O:8][C:5]2[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=2)=[CH:15][C:16]=1[CH:24]([CH3:26])[CH3:25]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 23676568Potassium 4-methylphenolateHCID 858900592-Chloro-1-(4-hydroxy-3,5-di-isopropylphenyl)-ethanone

Produkt 1

HCID 577472281-(4-Hydroxy-3,5-di-isopropylphenyl)-2-p-tolyloxy-ethanoneAusbeute 36 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel2×

Versuchsvorschrift

To a solution of 4.47 g (30.6 mmol) of potassium 4-methylphenolate in 150 ml of dimethyl-formamide a solution of 3.90 g (15.3 mmol) of 2-chloro-1-(4-hydroxy-3,5-di-isopropylphenyl)-ethanone in 70 ml dimethylformamide is added at room temperature within a period of 100 minutes. After additional 2 hours of stirring at room temperature the pH is adjusted to 6-7 with 1 N HCl and the mixture is extracted with ethyl acetate. The collected organic phases are washed with water, dried and evaporated. Crystallization of the crude product from ethyl acetate/hexane gives 1.8 g of compound 105, m.p. 124-125° C.

Aufarbeitung

  1. extractionthe mixture is extracted with ethyl acetate
  2. washThe collected organic phases are washed with water
  3. customdried
  4. customevaporated
  5. customCrystallization of the crude product from ethyl acetate/hexane

Quellen und Nachweise

ORD-Eintrag
ord-1397daaa6d5f4894b939af1dce66039d
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07820865B2

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