2,2-Dimethylpent-4-enal → 3,3-Dimethyl-1-phenylhex-5-en-2-ol

HRID 325186Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 325186
[CH3:1][C:2]([CH3:8])([CH2:5][CH:6]=[CH2:7])[CH:3]=[O:4].[CH2:9]([Mg]Cl)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>CCOCC>[CH3:1][C:2]([CH3:8])([CH2:5][CH:6]=[CH2:7])[CH:3]([OH:4])[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

4

Edukt 2

HCID 796362,2-Dimethylpent-4-enalHCID 178418336HCID 178418336, Verbindung

Produkt 1

HCID 146174373,3-Dimethyl-1-phenylhex-5-en-2-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of 2,2-dimethylpent-4-enal (11.2 g) in 200 mL of Et2O cooled to 0° C. was added dropwise a solution of benzylmagnesium chloride (70 mL, 2M in THF). After stirring for 1 h at 0° C., the reaction was quenched with 200 mL of saturated solution of NH4Cl and the product was extracted with 200 mL of 1:1 EtOAc/hexane. The extract was dried over Na2SO4 and concentrated. The residue was distilled under reduced pressure to give 16 g of the title compound.

Aufarbeitung

  1. customthe reaction was quenched with 200 mL of saturated solution of NH4Cl
  2. extractionthe product was extracted with 200 mL of 1:1 EtOAc/hexane
  3. dry with materialThe extract was dried over Na2SO4
  4. concentrationconcentrated
  5. distillationThe residue was distilled under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9043251fdb8f47438b5fadc4c7e7c3ba
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06222048B1

Notizen zur Reaktion

Wird geladen…