Reaktion #453666

Reaktionsgleichung

Trifluoroacetic acid

N-tert-butyldimethylsiloxy-1-[4-(4-chlorophenyl)piperazine-1-sulfonyl]piperidine-2-(RS)-carboxamide

Diethyl ether

→

N-hydroxy-1-[4-(4-chlorophenyl)-piperazine-1-sulfonyl]-piperidine-2-(RS)-carboxamide

Ausbeute 67.0%

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe organics were removed in vacuo
2. 2
   workup.DISSOLUTIONthe residue was dissolved in methylene chloride (25 ml)
3. 3
   Waschenthe washed with sat. sodium bicarbonate, brine
4. 4
   Trocknendried over MgSO4
5. 5
   SonstigeThe solvent was removed in vacuo
6. 6
   Sonstigeto give a foam which
7. 7
   Sonstigethe resulting white precipitates
8. 8
   Filtrationwere filtered

Vorschrift

Trifluoroacetic acid (few drops) was added to a solution of N-tert-butyldimethylsiloxy-1-[4-(4-chlorophenyl)piperazine-1-sulfonyl]piperidine-2-(RS)-carboxamide (63 mg, 0.12 mmol), [prepared as described in Step 2 above], in methylene chloride (2 ml) and the reaction mixture was stirred at RT for 45 min. The organics were removed in vacuo and the residue was dissolved in methylene chloride (25 ml) and the washed with sat. sodium bicarbonate, brine, and dried over MgSO4. The solvent was removed in vacuo to give a foam which was redissolved in a minimum amount of methylene chloride. Diethyl ether was added and the resulting white precipitates were filtered to give N-hydroxy-1-[4-(4-chlorophenyl)-piperazine-1-sulfonyl]-piperidine-2-(RS)-carboxamide (67%).

Quelle