HCID 22278907, compound → HCID 10214458, compound

HRID 1063305Notes

Reaction equation

HRID 1063305 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:10]([CH3:21])([CH3:20])[CH2:9]1)C1C=CC=CC=1>CO.[H][H].[OH-].[OH-].[Pd+2]>[C:15]([NH:14][CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][C:10]1([CH3:20])[CH3:21])([O:17][CH2:18][CH3:19])=[O:16]

Participants

5

Reactant 1

HCID 22278907HCID 22278907, compound

Product 1

HCID 10214458HCID 10214458, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

A mixture of 20% Pd(OH)2 on carbon (0.3 g) and 1-benzyl-4-carbethoxyamino-3,3-dimethylpiperidine (1.3 g, 4.48 mmol) in methanol (15 ml) was stirred in hydrogen atmosphere (1 atm.) at 30° C. for 3 hr. The catalyst was filtered off, washed with methanol and filtrate concentrated to dryness to afford 4-carbethoxyamino-3,3-dimethylpiperidine. Yield 0.8 g (90%), C10H20N2O2, m/z 201 (M+1).

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with methanol and filtrate
  3. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-fb59dfcbe852440fa0270c2861bba656
Source dataset
uspto-grants-2005_11
Patent number
US06964966B2

Reaction notes

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