methyl 4-tert-butyl-3,5-dinitrobenzoate → HCID 3574957, compound

HRID 441314Notes

Reaction equation

HRID 441314 reaction equation
[C:1]([C:5]1[C:14]([N+:15]([O-])=O)=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][C:6]=1[N+:18]([O-])=O)([CH3:4])([CH3:3])[CH3:2]>[Pd].CO>[NH2:15][C:14]1[CH:13]=[C:8]([CH:7]=[C:6]([NH2:18])[C:5]=1[C:1]([CH3:3])([CH3:2])[CH3:4])[C:9]([O:11][CH3:12])=[O:10]

Participants

4

Reactant 1

HCID 3700881methyl 4-tert-butyl-3,5-dinitrobenzoate

Product 1

HCID 3574957HCID 3574957, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

28.2 G. of methyl 4-tert. butyl-3,5-dinitrobenzoate dissolved in 200 ml. of methanol were hydrogenated under normal pressure and at room temperature in the presence of 2 g. of palladium/carbon (5%). After the uptake of the theoretical amount of hydrogen, the solution was filtered from the catalyst and evaporated. The residue was dissolved in benzene and purified over aluminum oxide, there being obtained methyl 3,5-diamino-4-tert. butylbenzoate having a melting point of 71°-73° C. after recrystallization from benzene/petroleum ether.

Workup

  1. customwere hydrogenated under normal pressure and at room temperature in the presence of 2 g
  2. filtrationAfter the uptake of the theoretical amount of hydrogen, the solution was filtered from the catalyst
  3. customevaporated
  4. dissolutionThe residue was dissolved in benzene
  5. custompurified over aluminum oxide, there

Sources & evidence

ORD record
ord-7ca5faf97b7945a9b81877fea0432a08
Source dataset
uspto-grants-1977_08
Patent number
US04039543

Reaction notes

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