HCID 16215260, compound → 790667-68-4

HRID 2240275Notes

Reaction equation

HRID 2240275 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:21]=[CH:22][CH:23]=1)[O:7][CH:8]1[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:10][CH2:9]1)([O-])=O>C(O)C.[Ni]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:21]=[CH:22][CH:23]=1)[O:7][CH:8]1[CH2:13][CH2:12][N:11]([C:14]([O:16][C:17]([CH3:20])([CH3:18])[CH3:19])=[O:15])[CH2:10][CH2:9]1

Participants

4

Reactant 1

HCID 16215260HCID 16215260, compound

Product 1

HCID 57803194790667-68-4Yield 100%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

tert-Butyl 4-(3-nitrophenoxy)piperidine-1-carboxylate (prepared as described in WO-A-2003/068760) (10.764 g; 33.39 mmol) is dissolved in 430 ml of ethanol, Raney nickel (7.2 g) is then added and the reaction medium is placed under hydrogen (pressure: 50 bar) at room temperature overnight. The reaction medium is filtered through Celite and evaporated to dryness to give quantitatively (9.76 g) the expected product in the form of a beige-coloured oil.

Workup

  1. filtrationThe reaction medium is filtered through Celite
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-ecb7a4e4c6c14979b5bba5b37772fab1
Source dataset
uspto-grants-2010_05
Patent number
US07723358B2

Reaction notes

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