Water → 1-Phenylbut-3-en-1-ol

HRID 539496

Reaktionsgleichung

Reaktionsgleichung von HRID 539496
[C:1]1([CH2:7][CH2:8][C:9](=O)[CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([Sn](CC=C)(CC=C)CC=C)C=C.[OH2:25]>[Sc]>[C:1]1([CH:7]([OH:25])[CH2:8][CH:9]=[CH2:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 17355Benzyl acetoneHCID 81878Tetrallylstannane

Produkt 1

HCID 2201191-Phenylbut-3-en-1-olAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23952ScandiumKatalysator

Versuchsvorschrift

Water (0.25 ml) was added to this silica gel supporting scandium (75 mg), and while stirring, 4-phenyl-2-butanone (0.25 mmol) and tetraallyltin (0.125 mmol) were continuously added. The mixture was stirred at 40° C. for 24 hours. The mixture was returned to room temperature, and then was extracted four times by a decantation method using hexane. The solvent was distilled off under reduced pressure, and then the residue was purified by silica gel thin layer chromatography, to obtain the target product, 1-phenyl-3-buten-1-ol. Yield 98%.

Aufarbeitung

  1. stirringThe mixture was stirred at 40° C. for 24 hours
  2. customwas returned to room temperature
  3. extractionwas extracted four times by a decantation method
  4. distillationThe solvent was distilled off under reduced pressure
  5. customthe residue was purified by silica gel thin layer chromatography

Quellen und Nachweise

ORD-Eintrag
ord-0b14e358b30946cfa6c18940663f3b8b
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08871668B2

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