Reaktion #352290

Reaktionsgleichung

sodium borohydride

2-propyl -4-pivaloyl-1-[4-[2-(trityltetrazol-5-yl)-phenyl]phenyl}methylimidazole-5-carbonitrile

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title compound

Ausbeute 96.2%

4-(1-Hydroxy-2,2-dimethylpropyl)-2-propyl-1-{4-[2-(trityltetrazol-5-yl)phenyl]phenyl}methylimidazole-5-carbonitrile

Ausbeute 96.2%

Lösungsmittel

ethanol

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenAn the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue was dissolved in a mixture of ethyl acetate and water
3. 3
   SonstigeThe ethyl acetate layer was separated
4. 4
   Waschenwashed with water
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   Einengenconcentrated by evaporation under reduced pressure
7. 7
   SonstigeThe syrupy residue was crystallized in a 1:4 by volume mixture of ethyl acetate and hexane

Vorschrift

A solution of 108 mg of sodium borohydride in 20 ml of ethanol was added to a solution of 2.00 g of 2-propyl -4-pivaloyl-1-[4-[2-(trityltetrazol-5-yl)-phenyl]phenyl}methylimidazole-5-carbonitrile [prepared as described in step (a) above] in 40 ml of tetrahydrofuran, and the mixture was stirred at room temperature for 2.5 hours. An the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and the residue was dissolved in a mixture of ethyl acetate and water. The ethyl acetate layer was separated, washed with water, dried over anhydrous magnesium sulfate and concentrated by evaporation under reduced pressure. The syrupy residue was crystallized in a 1:4 by volume mixture of ethyl acetate and hexane, to give 1.93 g of the title compound as crystals, melting at 115°-117° C.

Quelle