Acetic Acid → 4-isopropoxy-3-(trifluoromethyl)aniline(SALTDATA: HCl)

HRID 127818Notes

Reaction equation

HRID 127818 reaction equation
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([N+:11]([O-])=O)=[CH:7][C:6]=1[C:14]([F:17])([F:16])[F:15])([CH3:3])[CH3:2].C(O)(=O)C>[Fe].CO>[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([NH2:11])=[CH:7][C:6]=1[C:14]([F:15])([F:16])[F:17])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 105385593-(Trifluoromethyl)-4-isopropoxynitrobenzene

Product 1

HCID 128766254-isopropoxy-3-(trifluoromethyl)aniline(SALTDATA: HCl)

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 887MethanolSolvent

Procedure

137.5 g of iron filings were added in portions to a refluxing mixture of 113.3 g of 2A, 1200 ml of 5% aqueous acetic acid and 50 ml of methanol. The resulting mixture was refluxed for one hour and filtered while hot. Work-up by either extraction of the cooled filtrate gave 4-isopropoxy-3-(trifluoromethyl)aniline (2B), as an amber oil.

Workup

  1. temperatureThe resulting mixture was refluxed for one hour
  2. filtrationfiltered while hot
  3. extractionWork-up by either extraction of the cooled filtrate

Sources & evidence

ORD record
ord-d8fc7d95c6514e20833bbfd97c4524de
Source dataset
uspto-grants-1981_03
Patent number
US04257805

Reaction notes

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