Hydrochloric Acid → (Piperidin-3-yl)acetonitrile

HRID 1064030Notes

Reaction equation

HRID 1064030 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 catalst 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 catalst 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-82858152ca03427e9c3f47032f249ff2
Source dataset
uspto-grants-2005_11
Patent number
US06967216B2

Reaction notes

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