Benzyl Alcohol → Benzene, [[(12-bromododecyl)oxy]methyl]-

HRID 2290809Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2290809
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CN(C)C=O.[H-].[Na+].[Br:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]Br>O>[CH2:1]([O:8][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][Br:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Versuchsvorschrift

To a mixture of 2.16 g of benzyl alcohol and 30 ml of dimethylformamide was added 1.2 g of oily sodium hydride (60%). After stirring the mixture for 30 minutes at 20° to 25° C., 10 g of 1,12-dibromododecane was added to the mixture in one portion followed by stirring for 2 hours at 25° to 30° C. After the reaction was over, 300 ml of water was added to the reaction mixture and the product was extracted with n-hexane. The extract was washed with water, dried over anhydrous magnesium sulfate, and then, the solvent was distilled off. The oily residue was applied to silica gel column chromatography and eluted with a mixture of n-hexane and ether (9:1) to provide 3.8 g of 12-benzyloxy-1-bromododecane as an oily product.

Aufarbeitung

  1. stirringby stirring for 2 hours at 25° to 30° C
  2. additionwas added to the reaction mixture
  3. extractionthe product was extracted with n-hexane
  4. washThe extract was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off
  7. washeluted with a mixture of n-hexane and ether (9:1)

Quellen und Nachweise

ORD-Eintrag
ord-b2928c0f52f64c16b9afb9d78d0c6cbe
Quelldatensatz
uspto-grants-1986_10
Patentnummer
US04618627

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