1-(3-Fluorobenzyloxy)-4-nitro-benzene → 4-(3-Fluoro-benzyloxy)-phenylamine

HRID 1768135Notes

Reaction equation

HRID 1768135 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[CH:9][CH:8]=1>CO>[F:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[CH:9][CH:8]=1

Participants

3

Reactant 1

HCID 221379151-(3-Fluorobenzyloxy)-4-nitro-benzene

Product 1

HCID 167753144-(3-Fluoro-benzyloxy)-phenylamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3 g (12.1 mmol) of 1-(3-fluorobenzyloxy)-4-nitro-benzene is dissolved in 125 ml of methanol. 150 mg of Pt 5% on charcoal is added and hydrogenation done under normal pressure for about 17 h. The catalyst is filtered and the solution evaporated to yield 2.51 g (95%) of crude brownish material. MS: m/e=218.4 (M+H)+.

Workup

  1. filtrationThe catalyst is filtered
  2. customthe solution evaporated
  3. customto yield 2.51 g (95%) of crude brownish material

Sources & evidence

ORD record
ord-bbaf600a44ee411ab0280332d84b2072
Source dataset
uspto-grants-2007_06
Patent number
US07235581B2

Reaction notes

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