Methyl 5-tert-butyl-2-methoxy-3-nitro-benzoate → Methyl 3-amino-5-tert-butyl-2-methoxy-benzoate

HRID 2360503Notes

Reaction equation

HRID 2360503 reaction equation
[C:1]([C:5]1[CH:6]=[C:7]([N+:17]([O-])=O)[C:8]([O:15][CH3:16])=[C:9]([CH:14]=1)[C:10]([O:12][CH3:13])=[O:11])([CH3:4])([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[NH2:17][C:7]1[C:8]([O:15][CH3:16])=[C:9]([CH:14]=[C:5]([C:1]([CH3:2])([CH3:4])[CH3:3])[CH:6]=1)[C:10]([O:12][CH3:13])=[O:11]

Participants

5

Reactant 2

HCID 50882191Methyl 5-tert-butyl-2-methoxy-3-nitro-benzoateHCID 178418361HCID 178418361, compound

Product 1

HCID 50882298Methyl 3-amino-5-tert-butyl-2-methoxy-benzoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2.7 g methyl 5-tert-butyl-2-methoxy-3-nitro-benzoate are dissolved in 120 ml of methanol, combined with 270 mg of 10% palladium on charcoal and hydrogenated for 12 hours at ambient temperature and 4 bar hydrogen pressure. Then the catalyst is filtered off, the solvents are eliminated in vacuo and the residue thus obtained is further reacted directly.

Workup

  1. filtrationThen the catalyst is filtered off
  2. customthe residue thus obtained
  3. customis further reacted directly

Sources & evidence

ORD record
ord-53c8bc4a263f47bcac3799251d84f09a
Source dataset
uspto-grants-2014_04
Patent number
US08686022B2

Reaction notes

Loading…