Hydrochloric Acid → ethyl N-(piperidin-4-yl)carbamate

HRID 2073491Notes

Reaction equation

HRID 2073491 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:10][CH2:9]1)C1C=CC=CC=1.Cl>CO.[Pd]>[CH2:18]([O:17][C:15]([NH:14][CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)=[O:16])[CH3:19]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 12641845ethyl N-(1-benzylpiperidin-4-yl)carbamate

Product 1

HCID 15595030ethyl N-(piperidin-4-yl)carbamate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

16 g (61 mmol) of 1-benzyl-4-ethoxycarbonylaminopiperidine were hydrogenated in 240 ml of methanol and 80 ml of 10% strength methanolic hydrochloric acid on 4 g of palladium-on-charcoal (10%) at 45° C. in a shaking vessel for 90 minutes. The catalyst was filtered off with suction, the solvent was evaporated off, the residue was dissolved in 400 ml of ethanol and the solution was neutralized with ethanolic NaOH. The NaCl which had precipitated out was filtered off and the filtrate was concentrated.

Workup

  1. filtrationThe catalyst was filtered off with suction
  2. customthe solvent was evaporated off
  3. dissolutionthe residue was dissolved in 400 ml of ethanol
  4. customThe NaCl which had precipitated out
  5. filtrationwas filtered off
  6. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-d4c3d812ba444ead846192a84d43bba4
Source dataset
uspto-grants-1990_04
Patent number
US04918073

Reaction notes

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