HCID 22485437, compound → HCID 22485444, compound

HRID 2181006Notes

Reaction equation

HRID 2181006 reaction equation
[F:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][N:7]([CH3:17])[CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]2[N+:14]([O-])=O)=[CH:4][CH:3]=1>CO.O.[Ni]>[F:1][C:2]1[CH:19]=[CH:18][C:5]([CH2:6][N:7]([CH3:17])[CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]2[NH2:14])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 22485437HCID 22485437, compound

Product 1

HCID 22485444HCID 22485444, compoundYield 8.5%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 22242641Methanol--water (1/1)Solvent

Procedure

To crude (4-fluoro-benzyl)-methyl-(2-nitro-cyclohexyl)-amine (1.0 mMol) in (5:1) MeOH/H2O (30 mL) was added Raney-Nickel. The reaction mixture was placed under H2 (1 atm) and stirred for 16 h. The slurry was filtered through Celite and the volatiles removed in vacuo to yield N-(4-Fluoro-benzyl)-N-methyl-cyclohexane-1,2-diamine (20 mg).

Workup

  1. filtrationThe slurry was filtered through Celite
  2. customthe volatiles removed in vacuo

Sources & evidence

ORD record
ord-407f9418d5b04e989f56b3279fb54614
Source dataset
uspto-grants-2005_05
Patent number
US06890938B2

Reaction notes

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