HCID 58154811, compound → HCID 58154764, compound

HRID 2359410Notes

Reaction equation

HRID 2359410 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:20]=[CH:21][CH:22]=1)[O:7][CH:8]1[CH2:12][CH2:11][N:10]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:9]1)([O-])=O>CO.[Ni]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:20]=[CH:21][CH:22]=1)[O:7][CH:8]1[CH2:12][CH2:11][N:10]([C:13]([O:15][C:16]([CH3:17])([CH3:18])[CH3:19])=[O:14])[CH2:9]1

Participants

4

Reactant 1

HCID 58154811HCID 58154811, compound

Product 1

HCID 58154764HCID 58154764, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a solution of tert-butyl 3-(3-nitrophenoxy)pyrrolidine-1-carboxylate (8.73 g, 28.3 mmol) in methanol (50 mL) was added Raney Nickel (1.0 g). The solution was stirred over H2 atmosphere (1 atm) 18 hours. The mixture was filtered, concentrated and purified by chromatography to obtain tert-butyl 3-(3-aminophenoxy)pyrrolidine-1-carboxylate as a white solid (5.47 g, 70% yield)

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. custompurified by chromatography

Sources & evidence

ORD record
ord-2f4bd46dd1f444d0b5249d9242e3aaae
Source dataset
uspto-grants-2014_04
Patent number
US08685970B2

Reaction notes

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