3-Isobutylbenzaldehyde → 1-(3-Isobutylphenyl)ethanol

HRID 249148Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 249148
[CH3:1][Mg]Br.[CH2:4]([C:8]1[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=1)[CH:11]=[O:12])[CH:5]([CH3:7])[CH3:6]>CCOCC.O1CCCC1>[CH2:4]([C:8]1[CH:9]=[C:10]([CH:11]([OH:12])[CH3:1])[CH:13]=[CH:14][CH:15]=1)[CH:5]([CH3:7])[CH3:6]

Komponenten

5

Edukt 2

HCID 220441763-IsobutylbenzaldehydeHCID 178418573HCID 178418573, Verbindung

Produkt 1

HCID 190247741-(3-Isobutylphenyl)ethanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of methylmagnesium bromide in ether (4 ml) was added to a solution of 3-isobutylbenzaldehyde (1.0 g) in tetrahydrofuran (10 ml) at 0° C. After stirred at 0° C. for 30 minutes, the mixture was partitioned between ether and 1N hydrochloric acid. The organic layer was separated, washed with water and brine, and dried over magnesium sulfate. After evaporation of the solvent, the residue was chromatographed on silica gel (30 g) eluting with a mixture of ethyl acetate and hexane (1:10) to give 1-(3-isobutylphenyl)ethanol (1.12 g) as an oil.

Aufarbeitung

  1. customthe mixture was partitioned between ether and 1N hydrochloric acid
  2. customThe organic layer was separated
  3. washwashed with water and brine
  4. dry with materialdried over magnesium sulfate
  5. customAfter evaporation of the solvent
  6. customthe residue was chromatographed on silica gel (30 g)
  7. washeluting with a mixture of ethyl acetate and hexane (1:10)

Quellen und Nachweise

ORD-Eintrag
ord-b115d750318148fba635543265d9bbca
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05212320

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