Ammonium Chloride → HCID 10061288, compound

HRID 1607659Notes

Reaction equation

HRID 1607659 reaction equation
[F:1][C:2]1[CH:20]=[C:19]([F:21])[CH:18]=[CH:17][C:3]=1[O:4][C:5]1[CH:6]=[C:7]([C:14](=[O:16])[CH3:15])[CH:8]=[CH:9][C:10]=1[N+:11]([O-])=O.[Cl-].[NH4+]>C(O)C.O.[Fe]>[NH2:11][C:10]1[CH:9]=[CH:8][C:7]([C:14](=[O:16])[CH3:15])=[CH:6][C:5]=1[O:4][C:3]1[CH:17]=[CH:18][C:19]([F:21])=[CH:20][C:2]=1[F:1]

Participants

6

Reactant 2

HCID 25517Ammonium ChlorideHCID 99945131-[3-(2,4-Difluorophenoxy)-4-nitrophenyl]ethanone

Product 1

HCID 10061288HCID 10061288, compoundYield 98%

Reagents, catalysts & solvents 3

HCID 23925IronCatalystHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 3'-(2,4-difluorophenoxy)-4'-nitroacetophenone (2.5 g), iron powder (2.5 g) and ammonium chloride (0.25 g) in ethanol (40 ml) and water (20 ml) was refluxed with stirring for 30 minutes. The insoluble materials were filtered and the filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate, washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate, and concentrated to give a powder of 4'-amino-3'-(2,4-difluorophenoxy)acetophenone (2.2 g).

Workup

  1. temperaturewas refluxed
  2. filtrationThe insoluble materials were filtered
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washwashed with a saturated aqueous solution of sodium chloride
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-3bafd14adc614fdbbaf2971e8a862c52
Source dataset
uspto-grants-1989_09
Patent number
US04866091

Reaction notes

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