Hydrochloric Acid → 2-(Piperidin-3-YL)acetonitrile
Reaction equation
C(OC([N:11]1[CH2:16][CH2:15][CH2:14][CH:13]([CH2:17][C:18]#[N:19])[CH2:12]1)=O)C1C=CC=CC=1.Cl>C(O)C.[Pd]>[C:18]([CH2:17][CH:13]1[CH2:14][CH2:15][CH2:16][NH:11][CH2:12]1)#[N:19]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
1-Benzyloxycarbonyl-3-cyanomethylpiperidine (Method 22; 12.5 g) was dissolved in ethanol (20 ml) and ethereal HCl (1 ml) and 5% palladium on charcoal (2.0 g) was added. The mixture was shaken under an atmosphere of hydrogen for 2.5 hours. The catalyst was filtered and the filtrate evaporated in vacuo. The crude product was dissolved in ethanol and recrystallized from ether. M/z 124 [M+].
Workup
- filtrationThe catalyst was filtered
- customthe filtrate evaporated in vacuo
- dissolutionThe crude product was dissolved in ethanol
- customrecrystallized from ether
Sources & evidence
- ORD record
- ord-d5fd5cdc22d24deba6230bbff09eae6d
- Source dataset
- uspto-grants-2008_02
- Patent number
- US07332492B2
Reaction notes
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