67809-85-2 → 1-(3,3,5,5-Tetramethyl-cyclohexyl)-ethanol

HRID 1045057Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1045057
[CH3:1][C:2]1([CH3:12])[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][CH:4]([CH:10]=[O:11])[CH2:3]1.[CH3:13][Mg]Br>C1COCC1>[CH3:9][C:6]1([CH3:8])[CH2:7][C:2]([CH3:12])([CH3:1])[CH2:3][CH:4]([CH:10]([OH:11])[CH3:13])[CH2:5]1

Komponenten

4

Edukt 2

HCID 2168772067809-85-2HCID 178418573HCID 178418573, Verbindung

Produkt 1

HCID 671807551-(3,3,5,5-Tetramethyl-cyclohexyl)-ethanolAusbeute 57,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The crude 3,3,5,5-Tetramethyl-cyclohexanecarboxaldehyde (650 mg, 3.8 mmol) was treated with methylmagnesium bromide (4.5 mmol, 1.2 eq) in THF (20 mL) at 0° C., and allowing to warm to RT following a method analogous to General Procedure I to produce 1-(3,3,5,5-tetramethyl-cyclohexyl)-ethanol (400 mg) after quenching the reaction at 0° C. with 2N HCl, extraction of the product with EtOAc, and evaporation of the solvent under vacuum. The crude material was used without purification in the next step.

Quellen und Nachweise

ORD-Eintrag
ord-1182a10caa254223ae0e7a7b7d933f40
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08563742B2

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