HCID 14419826, compound → HCID 22501537, compound

HRID 355484Notes

Reaction equation

HRID 355484 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([CH:28]=[C:29]([N+:31]([O-])=O)[CH:30]=1)[C:7]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[O:8])([O-])=O>C(OCC)(=O)C.[C].[Pd]>[NH2:1][C:4]1[CH:5]=[C:6]([CH:28]=[C:29]([NH2:31])[CH:30]=1)[C:7]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[O:8]

Participants

4

Reactant 1

HCID 14419826HCID 14419826, compound

Product 1

HCID 22501537HCID 22501537, compoundYield 64.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

In 300 ml of ethyl acetate was dissolved 8.0 g (0.017 mol) of stearyl 3,5-dinitrobenzoate, and 1.0 g of 5% palladium-carbon was then added thereto and catalytic reduction was carried out at ordinary temperature under atmospheric pressure. After the completion of the reaction, the catalyst was removed by filtration and the solvent was distilled off under reduced pressure to obtain a crystal. The thus obtained crystal was recrystallized from n-heptane/ethyl acetate twice to obtain 4.48 g (0.011 mol) of stearyl 3,5-diaminobenzoate. The melting point of this compound was in the range of 81.8° to 82.6° C.

Workup

  1. additionwas then added
  2. customAfter the completion of the reaction
  3. customthe catalyst was removed by filtration
  4. distillationthe solvent was distilled off under reduced pressure
  5. customto obtain a crystal
  6. customThe thus obtained crystal was recrystallized from n-heptane/ethyl acetate twice

Sources & evidence

ORD record
ord-ea414e226e9d4f5e80028014dc49a5a6
Source dataset
uspto-grants-1998_11
Patent number
US05830976

Reaction notes

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