HCID 68650903, compound → HCID 20533114, compound

HRID 1771901Notes

Reaction equation

HRID 1771901 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[C:4]([N+:9]([O-])=O)[C:3]=1[CH3:12]>[Pd].CO>[F:1][C:2]1[C:3]([CH3:12])=[C:4]([NH2:9])[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

4

Reactant 1

HCID 68650903HCID 68650903, compound

Product 1

HCID 20533114HCID 20533114, compoundYield 103.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a suspension of 1,5-difluoro-2-methyl-3-nitrobenzene (21.0 g, 121.4 mmol) and 10% Pd/C (2.0 g) was added MeOH (200 mL) carefully and the flask was evacuated. The reaction mixture was flushed with hydrogen under balloon pressure and stirred at RT for 2 h. The reaction mixture was filtered through Celite bed and evaporated in vacuo to afford 3,5-difluoro-2-methylbenzenamine (18.0 g, 97%) as a dark yellow liquid.

Workup

  1. customthe flask was evacuated
  2. customThe reaction mixture was flushed with hydrogen under balloon pressure
  3. filtrationThe reaction mixture was filtered through Celite bed
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-e54640aab94942b78ec41a7be187e908
Source dataset
uspto-grants-2016_02
Patent number
US09249147B2

Reaction notes

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