Reaktion #44987

Reaktionsgleichung

t-Butyl 4-[trans-4-(methoxycarbonyl)cyclohexyl]-3-oxopiperazine-1-carboxylate

sodium hydroxide

→

title compound

Ausbeute 101.6%

Trans-4-[4-(t-butoxycarbonyl)-2-oxopiperazin-1-yl]cyclohexanecarboxylic acid

Ausbeute 101.6%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   Einengenconcentrated under reduced pressure
3. 3
   workup.ADDITIONWater and chloroform are poured to the residue, and aqueous layer
4. 4
   workup.ADDITIONis acidified by addition of 2 N hydrochloric acid
5. 5
   SonstigeThe organic layer is separated
6. 6
   Waschenwashed with saturated brine
7. 7
   Trocknendried over sodium sulfate
8. 8
   SonstigeThe solvent is removed by evaporation under reduced pressure

Vorschrift

t-Butyl 4-[trans-4-(methoxycarbonyl)cyclohexyl]-3-oxopiperazine-1-carboxylate (385 mg) obtained in Reference Example 71 (3) is dissolved in methanol (8 ml), and thereto is added 1 N aqueous sodium hydroxide solution (3.4 ml) under ice-cooling. The reaction solution is stirred at room temperature for 20 hours and concentrated under reduced pressure. Water and chloroform are poured to the residue, and aqueous layer is acidified by addition of 2 N hydrochloric acid. The organic layer is separated, washed with saturated brine and dried over sodium sulfate. The solvent is removed by evaporation under reduced pressure to give the title compound (375 mg).

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