4-(Hydroxymethyl)cyclohexan-1-one → 4-(Hydroxymethyl)-1-methylcyclohexanol

HRID 1036042Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1036042
[OH:1][CH2:2][CH:3]1[CH2:8][CH2:7][C:6](=[O:9])[CH2:5][CH2:4]1.[CH3:10][Mg]Cl>O1CCCC1>[OH:1][CH2:2][CH:3]1[CH2:8][CH2:7][C:6]([CH3:10])([OH:9])[CH2:5][CH2:4]1

Komponenten

4

Edukt 2

HCID 128928674-(Hydroxymethyl)cyclohexan-1-oneHCID 178418332HCID 178418332, Verbindung

Produkt 1

HCID 232634014-(Hydroxymethyl)-1-methylcyclohexanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

4-(Hydroxymethyl)cyclohexanone (800 mg) in tetrahydrofuran (15 mL) was treated with 3 M methylmagnesium chloride in tetrahydrofuran (6.24 mL) at 0° C. The reaction was warmed to room temperature over 2 hours and quenched with methanol and water. The resulting mixture was concentrated and the residue was suspended in ethyl acetate. The precipitates were filtered off and the filtrate was concentrated. The residue was purified by chromatography, eluting with 0-100% ethyl acetate in hexane to provide the title compound.

Aufarbeitung

  1. customquenched with methanol and water
  2. concentrationThe resulting mixture was concentrated
  3. filtrationThe precipitates were filtered off
  4. concentrationthe filtrate was concentrated
  5. customThe residue was purified by chromatography
  6. washeluting with 0-100% ethyl acetate in hexane

Quellen und Nachweise

ORD-Eintrag
ord-6bf2dff1ce7f4dadbe2946d4672f69b0
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08546399B2

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