HCID 68650903, compound → HCID 20533114, compound

HRID 2409503Notes

Reaction equation

HRID 2409503 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-458642ed29e5460e846b9774d85c0083
Source dataset
uspto-grants-2014_08
Patent number
US08815906B2

Reaction notes

Loading…