Acetic Acid → HCID 67450291, compound

HRID 1852369Notes

Reaction equation

HRID 1852369 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-])=O)=[C:4]([O:11][CH2:12][CH2:13][O:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N+:21]([O-])=O)[CH:3]=1.C(O)(=O)C>[Pd].O1CCOCC1>[NH2:21][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[O:14][CH2:13][CH2:12][O:11][C:4]1[CH:3]=[C:2]([F:1])[CH:7]=[CH:6][C:5]=1[NH2:8]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 52258779HCID 52258779, compound

Product 1

HCID 67450291HCID 67450291, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

9.48 g 4-fluoro-1-nitro-2-(2-(2-nitro-phenoxy)-ethoxy)-benzene and 1.5 g palladium on charcoal were suspended in 500 ml dioxane and 60 ml glacial acetic acid and hydrogenated at room temperature. After flashing three times with nitrogen the catalyst was filtered off under a nitrogen atmosphere and the remaining solution was evaporated and the product was dried under vacuum. Yield: 7.52 g.

Workup

  1. customhydrogenated at room temperature
  2. filtrationwas filtered off under a nitrogen atmosphere
  3. customthe remaining solution was evaporated
  4. customthe product was dried under vacuum

Sources & evidence

ORD record
ord-07cf46f592054e30b85a250b3fe029dd
Source dataset
uspto-grants-2015_02
Patent number
US08962338B2

Reaction notes

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