Reaktion #801847

Reaktionsgleichung

sodium potassium tartrate

lithium aluminum hydride

compound

Dimethyl 2′-chlorobiphenyl-3,5-dicarboxylate

→

Methyl 2′-chloro-5-(hydroxymethyl)biphenyl-3-carboxylate

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted with 15 ml of ethyl acetate
2. 2
   WaschenThe organic phase was washed once with 10 ml of saturated sodium potassium tartrate solution
3. 3
   Trocknendried over magnesium sulfate
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated under reduced pressure
6. 6
   SonstigeThe residue was purified chromatographically [Method 19]

Vorschrift

305 mg (1.00 mmol) of the compound from Example 110A were dissolved in 6 ml of THF, and 0.5 ml (0.50 mmol) of a 1 M solution of lithium aluminum hydride in THF was added at −10° C. The reaction mixture was then stirred at RT for 1 h. For work-up, 3 ml of saturated aqueous sodium potassium tartrate solution were added at RT, and the mixture was extracted with 15 ml of ethyl acetate. The organic phase was washed once with 10 ml of saturated sodium potassium tartrate solution, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified chromatographically [Method 19]. This gave 189 mg (68% of theory) of the target compound.

Quelle