Reaktion #514593

Reaktionsgleichung

LiAlH4

4-phenyl-cyclohexanecarboxylic acid

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title product

Ausbeute 136.0%

4-Phenyl-cyclohexylmethanol

Ausbeute 136.0%

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigekept at 0° C
2. 2
   Temperaturcooled to 0° C
3. 3
   SonstigeThe excess hydride reagent was carefully quenched under argon by dropwise addition of 1 N HCl
4. 4
   SonstigeAfter quenching
5. 5
   Extraktionthe reaction mixture was extracted with EtOAc
6. 6
   TrocknenThe organic layer was dried over MgSO4
7. 7
   Filtrationfiltered
8. 8
   Einengenconcentrated

Vorschrift

A suspension of LiAlH4 (0.56 g, 14.8 mmol, 2.0 equiv) was prepared under argon in 50 mL of anhydrous THF (50 mL) kept at 0° C. A solution of 4-phenyl-cyclohexanecarboxylic acid (1.5 g, 7.34 mmol, 1.0 equiv) in 50 mL of THF was added dropwise over a 20 min period. The reaction mixture was stirred at ambient temperature for 1.5 h and then cooled to 0° C. The excess hydride reagent was carefully quenched under argon by dropwise addition of 1 N HCl. After quenching, the reaction mixture was extracted with EtOAc. The organic layer was dried over MgSO4, filtered and concentrated to give the title product as a colorless oil (1.9 g crude) which was used without further purification.

Quelle