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Hydrogen Bromide → 12-Bromododecanoic Acid

HRID 1618813
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1618813
[C:1]1(=[O:14])[O:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[BrH:15]>>[Br:15][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][C:1]([OH:13])=[O:14]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 2

HCID 260Hydrogen BromideHCID 70354Oxacyclotridecan-2-one

Produkt 1

HCID 17546812-Bromododecanoic AcidAusbeute 86 %

Versuchsvorschrift

11.9 g (60.0 mmol) of 12-dodecanolide and 24.3 g (96.0 mmol, 1.6 equivalents) of a 32% (hydrogen bromide)/(acetic acid) solution were introduced into a 100-mL autoclave protected with Teflon (registered trademark), and the autoclave was purged with nitrogen and then sealed. The content in the autoclave was stirred with a magnetic stirrer for 16 hours by using an oil bath at 60° C. After cooling the mixture, 14 mL of water was added thereto, and the mixture was transferred into a separatory funnel by using 200 mL of hot hexane. The mixture was washed with ion-exchanged water, dried over magnesium sulfate, filtered, and crystallized from n-hexane. Thus, 14.4 g (yield: 86%) of 12-bromododecanoic acid was obtained.

Aufarbeitung

  1. customthe autoclave was purged with nitrogen
  • customsealed
  • customat 60° C
  • temperatureAfter cooling the mixture, 14 mL of water
  • additionwas added
  • customthe mixture was transferred into a separatory funnel
  • washThe mixture was washed with ion-exchanged water
  • dry with materialdried over magnesium sulfate
  • filtrationfiltered
  • customcrystallized from n-hexane
  • Quellen und Nachweise

    ORD-Eintrag
    ord-4361df33b1814b94943413e26b54a429
    Quelldatensatz
    uspto-grants-2014_07
    DOI
    10.6084/m9.figshare.5104873.v1
    Patentnummer
    US08771660B2

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