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Water → HCID 59267876, Verbindung

HRID 553631
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 553631
[Br:1]Br.[OH:3][CH2:4][C:5]([CH3:10])([CH3:9])[C:6](=[O:8])[CH3:7].C(OCC)(=O)C.O>CO>[Br:1][CH2:7][C:6](=[O:8])[C:5]([CH3:10])([CH3:9])[CH2:4][OH:3]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 24408BromineHCID 111943184-Hydroxy-3,3-dimethylbutan-2-one

Produkt 1

HCID 59267876HCID 59267876, VerbindungAusbeute 51,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Bromine (182.0 g, 1.1 mol) is slowly added at −10° C. to a solution of 4-hydroxy-3,3-dimethyl-butan-2-one (120.0 g, 1.0 mol) in 700.0 mL of MeOH. The solution is slowly warmed up to room temperature and the reaction mixture is stirred for 2 h. Ethyl acetate and water are added to the reaction mixture, the two phases are separated, and the organic layer is washed with 10% K2CO3 solution. The organic layer is dried over anhydrous Na2SO4 and after filtration the solvent is removed under reduced pressure to afford the crude product that is purified by silica gel chromatography to afford 100.0 g of 1-bromo-4-hydroxy-3,3-dimethyl-butan-2-one as a brown liquid. Yield: 44%, over two steps; m/z 197 [M+H].

Aufarbeitung

  1. customthe two phases are separated
  2. washthe organic layer is washed with 10% K2CO3 solution
  3. dry with materialThe organic layer is dried over anhydrous Na2SO4
  4. filtrationafter filtration the solvent
  5. customis removed under reduced pressure
  6. customto afford the crude product that
  7. customis purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-e21365175d1343b3862c36303367c72b
Quelldatensatz
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08048899B2

Notizen zur Reaktion

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