Methanol → HCID 69700888, compound

HRID 1061036Notes

Reaction equation

HRID 1061036 reaction equation
C([NH:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]1)C1C=CC=CC=1.C[OH:23]>C(O)(=O)C.[C].[Pd]>[C:18]([OH:17])(=[O:23])[CH3:21].[NH2:8][CH:9]1[CH2:10][CH2:11][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:13][CH2:14]1

Participants

5

Reactant 2

HCID 887MethanolHCID 15380687tert-Butyl 4-(benzylamino)piperidine-1-carboxylate

Product 1

HCID 69700888HCID 69700888, compoundYield 57%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

In methanol (2 ml) and acetic acid (30 ml), 4-benzylamino-1-tert-butoxycarbonylpiperidine (4.04 g) was dissolved, followed by the addition of 10% palladium carbon (water content: about 50%, 3.06 g). The resulting mixture was subjected to catalytic reduction overnight under medium pressure (3 atmospheric pressure). After the removal of the catalyst by filtration, the filtrate was distilled off under reduced pressure. The residue was solidified in ethyl acetate, whereby the title compound (2.23 g, 57%) was obtained.

Workup

  1. customwas subjected to catalytic reduction overnight under medium pressure (3 atmospheric pressure)
  2. customAfter the removal of the catalyst
  3. filtrationby filtration
  4. distillationthe filtrate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-a0be56ef32cf4270a190d6d0aec6edad
Source dataset
uspto-grants-2003_02
Patent number
US06525042B1

Reaction notes

Loading…