Bromide ion → 2-Bromooctadecanoic acid

HRID 1462577

Reaktionsgleichung

Reaktionsgleichung von HRID 1462577
[C:1]([OH:20])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].P(Cl)(Cl)Cl.[Br-:25].BrBr>C(O)C.O.C(Cl)(Cl)(Cl)Cl>[Br:25][CH:2]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[C:1]([OH:20])=[O:19]

Komponenten

8

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

Stearic acid (42.6 g) was heated in an oil bath to 90° C. until it melted. Phosphorus trichloride (0.6 ml) was added to the melt while bromide (8.5 ml) was added dropwise over 3 hours under stirring. Another portion (7.7 ml) of bromine was added dropwise over 2.5 hours, and thereafter the mixture was heated at 90° C. for 3.5 hours. The reaction mixture was cooled, followed by the addition of 200 ml of carbon tetrachloride and 100 ml of water. The organic layer was dried with anhydrous sodium sulfate and the solvent was distilled off under vacuum to give a yellow oily substance. The substance was dissolved in 60 ml of ethanol under heating, then the solution was cooled to produce a pale yellow solid product.

Aufarbeitung

  1. additionwas added dropwise over 3 hours
  2. temperatureThe reaction mixture was cooled
  3. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  4. distillationthe solvent was distilled off under vacuum
  5. customto give a yellow oily substance
  6. temperatureunder heating
  7. temperaturethe solution was cooled
  8. customto produce a pale yellow solid product

Quellen und Nachweise

ORD-Eintrag
ord-a8b0c0c2a6744ceaac5c1ed6e1d7ffd5
Quelldatensatz
uspto-grants-1984_07
Patentnummer
US04460682

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