Hydrogen Bromide → 20-Bromoicosan-1-ol

HRID 217092

Reaktionsgleichung

Reaktionsgleichung von HRID 217092
[CH2:1](O)[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][CH2:18][CH2:19][CH2:20][OH:21].[BrH:23]>>[Br:23][CH2:1][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][CH2:18][CH2:19][CH2:20][OH:21]

Komponenten

3

Edukt 2

HCID 260Hydrogen BromideHCID 41346901,20-Eicosanediol

Produkt 1

HCID 517665320-Bromoicosan-1-ol

Versuchsvorschrift

20-Bromo-icosan-1-ol was synthesized according to Uneyama et al, Tetrahedron Letters, 1991, 32(11), 1459-1462. Briefly, 400 ml petrolether were heated before 240 ml petrolether, 20.34 g icosane-1,20-diol and 280 ml HBr (48% in H2O) were added. The mixture was refluxed over night and incubated at room temperature for another day. The precipitate was then removed by filtration and dissolved in 300 ml dichloromethane. The solution was dried over Na2SO4 and filtered through silica gel. The solvent was removed and the crude product finally recrystallized from petrolether. Purity of the product was judged by 1H-NMR.

Aufarbeitung

  1. additionwere added
  2. temperatureThe mixture was refluxed over night
  3. waitincubated at room temperature for another day
  4. customThe precipitate was then removed by filtration
  5. dissolutiondissolved in 300 ml dichloromethane
  6. dry with materialThe solution was dried over Na2SO4
  7. filtrationfiltered through silica gel
  8. customThe solvent was removed
  9. customthe crude product finally recrystallized from petrolether

Quellen und Nachweise

ORD-Eintrag
ord-3a54006810514c89a2a5cf5b3914594e
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193246B2

Verknüpfte Notizen

Wird geladen…