Ethanol → HCID 15541839, compound

HRID 1372839Notes

Reaction equation

HRID 1372839 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][CH:17]=[CH:16][C:4]=1[CH2:5][NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-])=O.C(O)C.[H][H]>C(OCC)(=O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:19]=[CH:18][CH:17]=[CH:16][C:4]=1[CH2:5][NH:6][C:7]1[C:8]([NH2:13])=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 7410675(2-Methoxy-benzyl)-(2-nitro-phenyl)-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 15541839HCID 15541839, compoundYield 92.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 32 g (0.13 mole) of (2-methoxy-benzyl)-(2-nitro-phenyl)-amine (1) and 3.2 g Pd/C in 200 mL of 1:1 ethyl acetate:ethanol is treated at 40 psi of hydrogen for 1 hour. The reaction mixture is then filtered through celite and washed with 200 mL of ethanol. The solvent is then removed in vacuo to afford 28.2 g (0.12 mole, 92%) of N-(2-Methoxy-benzyl)-benzene-1,2-diamine (2).

Workup

  1. filtrationThe reaction mixture is then filtered through celite
  2. washwashed with 200 mL of ethanol
  3. customThe solvent is then removed in vacuo

Sources & evidence

ORD record
ord-a2e44935344b48678c5f8aa22f326c64
Source dataset
uspto-grants-2007_01
Patent number
US07160879B2

Reaction notes

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