2-Bromopropane → Methyl 2-(4-bromophenyl)-3-methylbutanoate

HRID 547981Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 547981
[CH3:1][O:2][C:3](=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][CH:6]=1.[CH3:13][C:14](C)([O-])[CH3:15].[K+].C(Br)(C)C>CN(C=O)C>[CH3:1][O:2][C:3](=[O:12])[CH:4]([C:5]1[CH:10]=[CH:9][C:8]([Br:11])=[CH:7][CH:6]=1)[CH:14]([CH3:15])[CH3:13]

Komponenten

5

Edukt 3

HCID 63582-BromopropaneHCID 316783Methyl 2-(4-bromophenyl)acetateHCID 23665647Potassium tert-butoxide

Produkt 1

HCID 46855859Methyl 2-(4-bromophenyl)-3-methylbutanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The (4-bromophenyl)acetic acid methyl ester in the Step 1 and potassium t-butoxide (4.8 g, 1 eq) were dissolved in 200 ml DMF at 0° C. Isopropyl bromide (4 ml. 1 eq) was added into the mixture and stirred at room temperature for 3 hours. When the reaction was completed, the mixture was extracted 3 times with ethyl acetate and water, and washed with saline solution. After the organic layer was dried with anhydrous and the solvent was removed at low pressures, the target compound 2-(4-bromophenyl)3-methylbutyric acid methyl ester was obtained by separation and purification of the mixture using a column chromatography (ethyl acetate:n-hexane=1:10) (6.60 g, 57%).

Aufarbeitung

  1. extractionthe mixture was extracted 3 times with ethyl acetate and water
  2. washwashed with saline solution
  3. customAfter the organic layer was dried with anhydrous and the solvent
  4. customwas removed at low pressures

Quellen und Nachweise

ORD-Eintrag
ord-d6dda329598045ae8ef0c73881bba2ed
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07939672B2

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