Bromine → Methyl 6-bromo-5-oxohexanoate

HRID 1057504Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1057504
[C:1]([CH2:4][CH2:5][CH2:6][C:7]([O:9][CH2:10]C)=[O:8])(=[O:3])[CH3:2].[Br:12]Br>CO>[Br:12][CH2:2][C:1](=[O:3])[CH2:4][CH2:5][CH2:6][C:7]([O:9][CH3:10])=[O:8]

Komponenten

4

Edukt 2

HCID 24408BromineHCID 84130Ethyl 5-oxohexanoate

Produkt 1

HCID 582216Methyl 6-bromo-5-oxohexanoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Ethyl 4-acetylbutyrate was dissolved in MeOH (0.5M) and cooled to 0° C. Bromine (1.0 eq) was added dropwise and the mixture was stirred at room temperature for 18 hrs. The solvent was removed in vacuo and the residue was dissolved in ether, washed with water, saturated sodium bicarbonate, brine, dried over sodium sulfate. The solvent was removed in vacuo and the residue was purified by flash chromatograpy (7% EtOAc/Hexanes). EI-MS m/z 224 (M+H)+.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. dissolutionthe residue was dissolved in ether
  3. washwashed with water, saturated sodium bicarbonate, brine
  4. dry with materialdried over sodium sulfate
  5. customThe solvent was removed in vacuo
  6. customthe residue was purified by flash chromatograpy (7% EtOAc/Hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-6f5fcd12af6c4ed4877937219857f1b5
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06514964B1

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