Ammonium Hydroxide → HCID 53641991, compound

HRID 443264Notes

Reaction equation

HRID 443264 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]#[N:26])[CH:20]=2)([C:14]([O:16][CH3:17])=[O:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[NH4+].[H][H]>[Ni].C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][C:11]([CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][NH2:26])[CH:20]=2)([C:14]([O:16][CH3:17])=[O:15])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 3

HCID 14923Ammonium HydroxideHCID 54571395HCID 54571395, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53641991HCID 53641991, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A mixture of methyl N-tert-butoxycarbonyl-4-(3-cyano-benzyl)piperidine-4-carboxylate (0.6 g, 1.67 mmol), Raney nickel (3 g) in a mixture of ethanol (20 mL) and concentrated aqueous ammonium hydroxide (0.6 mL) was stirred under a balloon of hydrogen gas at room temp. overnight. The slurry was filtered, and the filtrate concentrated under vacuum to provide the title compound.

Workup

  1. filtrationThe slurry was filtered
  2. concentrationthe filtrate concentrated under vacuum

Sources & evidence

ORD record
ord-7ee58f3a0eb3454996a87b34e5a787b4
Source dataset
uspto-grants-1999_04
Patent number
US05891889

Reaction notes

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