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

HRID 1520688Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1520688
[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 was 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. customwas quenched 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-c130141cac734f77b2c169d64767b78c
Quelldatensatz
uspto-grants-2015_07
Patentnummer
US09073855B2

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