Hydrochloric Acid → 2-Benzyl-(alpha-vinyl)-benzyl alcohol

HRID 67123

Reaktionsgleichung

Reaktionsgleichung von HRID 67123
[CH:1]([Mg]Cl)=[CH2:2].[CH2:5]([C:12]1[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[CH:14]=[O:15])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[Cl-].[NH4+].Cl>O1CCCC1>[CH2:5]([C:12]1[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=1[CH:14]([OH:15])[CH:1]=[CH2:2])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Komponenten

6

Versuchsvorschrift

30 ml of a 1.6 molar solution of vinyl-magnesium chloride in tetrahydrofuran are introduced into 100 ml of absolute tetrahydrofuran at 0° C. 9.8 g (0.05 mole) of 2-benzylbenzaldehyde in 100 ml of absolute tetrahydrofuran are added dropwise whilst stirring and excluding moisture. The reaction mixture is stirred for 3 hours at 25° C. and is then cautiously decomposed by adding a cold saturated ammonium chloride solution and a few milliliters of 10% strength hydrochloric acid until the precipitate dissolves. The mixture is then extracted by shaking three times with ether and the combined ether phases are washed with sodium bisulfite solution, sodium bicarbonate solution and water, dried over sodium sulfate and concentrated under reduced pressure. 9.4 g of a yellowish oil, which is sufficiently pure for the further reactions, are obtained; nD21 =1.5855.

Aufarbeitung

  1. stirringThe reaction mixture is stirred for 3 hours at 25° C.
  2. dissolutiondissolves
  3. extractionThe mixture is then extracted
  4. stirringby shaking three times with ether
  5. washthe combined ether phases are washed with sodium bisulfite solution, sodium bicarbonate solution and water
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customare obtained

Quellen und Nachweise

ORD-Eintrag
ord-6e0aa55930224ed08f546ba417ad8acc
Quelldatensatz
uspto-grants-1982_08
Patentnummer
US04344961

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