HCID 43448999, compound → Ethyl 3-amino-5-fluoro-4-methylbenzoate

HRID 337062Notes

Reaction equation

HRID 337062 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:10]=[C:11]([N+:14]([O-])=O)[C:12]=1[CH3:13])[C:5]([O:7][CH2:8][CH3:9])=[O:6]>C(O)C.[Pd]>[NH2:14][C:11]1[CH:10]=[C:4]([CH:3]=[C:2]([F:1])[C:12]=1[CH3:13])[C:5]([O:7][CH2:8][CH3:9])=[O:6]

Participants

4

Reactant 1

HCID 43448999HCID 43448999, compound

Product 1

HCID 52982956Ethyl 3-amino-5-fluoro-4-methylbenzoateYield 96.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3-Fluoro-4-methyl-5-nitro-benzoic acid, ethyl ester (Example 169a, 1.43 g) in ethanol (30 mL) was pumped continously through a Pd/C cartridge for 4 h under an atmosphere of hydrogen. The solvents were removed to give the subtitle product (1.20 g) as a solid.

Workup

  1. customThe solvents were removed

Sources & evidence

ORD record
ord-d55c630898d44b4d80271d32a562fc51
Source dataset
uspto-grants-2014_11
Patent number
US08889692B2

Reaction notes

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