Acetic Acid → Acetate

HRID 321962Notes

Reaction equation

HRID 321962 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10](=O)[CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[C:5]([N+:19]([O-])=O)[CH:4]=1.[C:22]([OH:25])(=[O:24])[CH3:23]>[Fe]>[C:22]([O-:25])(=[O:24])[CH3:23].[CH2:11]([C:10]1[NH:19][C:5]2[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][C:6]=2[N:9]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 3101369HCID 3101369, compound

Product 2

HCID 175AcetateHCID 220085032-Benzyl-6-methoxy-1H-benzimidazole

Reagents, catalysts & solvents 1

HCID 23925IronCatalyst

Procedure

Iron (Fe) (124.7 mmole, 6.97 g) is added to a solution of N-(4-methoxy-2-nitrophenyl) phenylacetamide (18.5 mmole, 5.0 g) in acetic acid (130 ml). The mixture is refluxed for two hours and is stirred at room temperature for 48 hours. The solvent is evaporated. Recrystallisation from ethyl. acetate gives the title product as a light yellow solid.

Workup

  1. temperatureThe mixture is refluxed for two hours
  2. customThe solvent is evaporated
  3. customRecrystallisation from ethyl

Sources & evidence

ORD record
ord-b577a6d1b1b64c94a0c18eb6b74e15ec
Source dataset
uspto-grants-2001_04
Patent number
US06211177B1

Reaction notes

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