HCID 19097122, compound → Ethanol, 2,2′-[(2-amino-1,4-phenylene)bis(oxy)]bis-, 1,1′-diacetate

HRID 486004Notes

Reaction equation

HRID 486004 reaction equation
[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][O:17][C:18](=[O:20])[CH3:19])=[CH:10][C:9]=1[N+:21]([O-])=O)(=[O:3])[CH3:2]>[Pd].CO>[C:1]([O:4][CH2:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][O:17][C:18](=[O:20])[CH3:19])=[CH:10][C:9]=1[NH2:21])(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 19097122HCID 19097122, compound

Product 1

HCID 22708942Ethanol, 2,2′-[(2-amino-1,4-phenylene)bis(oxy)]bis-, 1,1′-diacetate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 2,5-bis(acetoxyethyloxy)nitrobenzene (7.5 g; 0.023 moles), methanol (200 ml) and 1% palladium on charcoal catalyst (1.0 g) was hydrogenated at room temperature and 10 atmospheres pressure for 20 hours. The reaction mixture was filtered and the residue was washed with methanol and water. The filtrate was evaporated to dryness to leave a solid residue which was used without further purification (6.24 g) m.p. 67.5°-69.5° C.

Workup

  1. customwas hydrogenated at room temperature
  2. filtrationThe reaction mixture was filtered
  3. washthe residue was washed with methanol and water
  4. customThe filtrate was evaporated to dryness
  5. customto leave a solid residue which
  6. customwas used without further purification (6.24 g) m.p. 67.5°-69.5° C.

Sources & evidence

ORD record
ord-aab73018773e4c4f893e460f7e98693c
Source dataset
uspto-grants-1994_03
Patent number
US05290630

Reaction notes

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