Hydrochloric Acid → (Piperidin-3-yl)acetonitrile

HRID 2055336Notes

Reaction equation

HRID 2055336 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

HCID 313Hydrochloric AcidHCID 22277842HCID 22277842, compound

Product 1

HCID 22277844(Piperidin-3-yl)acetonitrile

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

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

  1. filtrationThe catalyst was filtered
  2. customthe filtrate evaporated in vacuo
  3. dissolutionThe crude product was dissolved in ethanol
  4. customrecrystallized from ether

Sources & evidence

ORD record
ord-d5fd5cdc22d24deba6230bbff09eae6d
Source dataset
uspto-grants-2008_02
Patent number
US07332492B2

Reaction notes

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