5-Fluoro-2-methyl-3-nitrobenzoic acid → HCID 44203027, compound

HRID 1809467Notes

Reaction equation

HRID 1809467 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N+:12]([O-])=O)[C:5]([CH3:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]>CO.[Pd]>[NH2:12][C:4]1[C:5]([CH3:11])=[C:6]([CH:10]=[C:2]([F:1])[CH:3]=1)[C:7]([OH:9])=[O:8]

Participants

4

Reactant 1

HCID 179850235-Fluoro-2-methyl-3-nitrobenzoic acid

Product 1

HCID 44203027HCID 44203027, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of (E1) in MeOH (0.5 M), Pd on carbon (10 wt %, 0.2 eq.) was added. The reaction mixture was equipped with H2 atmosphere and the resulting suspension was stirred at RT for 24 h. The precipitated was filtered off and the filtrate was evaporated to dryness to yield the title compound as a brown powder that was used without further purification in the next step. 1H NMR (400 MHz, DMSO-d6, 300 K) δ 8.39 (1H, bs), 7.98 (1H, dd, J=11.1 and 2.8 Hz), 6.85 (1H, dd, J=9.1 and 2.8 Hz), 3.21 (2H, s), 2.19 (3H, s).

Workup

  1. customThe reaction mixture was equipped with H2 atmosphere
  2. filtrationThe precipitated was filtered off
  3. customthe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-f4c971a7d7754acaabe239902fc8c5aa
Source dataset
uspto-grants-2013_01
Patent number
US08362030B2

Reaction notes

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