HCID 21951480, compound → HCID 21951488, compound

HRID 1760351Notes

Reaction equation

HRID 1760351 reaction equation
[F:1][C:2]([F:48])([F:47])[C:3]1[CH:43]=[C:42]([N+:44]([O-])=O)[CH:41]=[CH:40][C:4]=1[O:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][C:14]=2[C:22]([F:25])([F:24])[F:23])=[CH:8][C:7]=1[P:26](=[O:39])([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1>[Pd].C(O)C>[F:48][C:2]([F:1])([F:47])[C:3]1[CH:43]=[C:42]([NH2:44])[CH:41]=[CH:40][C:4]=1[O:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][C:14]=2[C:22]([F:25])([F:24])[F:23])=[CH:8][C:7]=1[P:26](=[O:39])([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

Participants

4

Reactant 1

HCID 21951480HCID 21951480, compound

Product 1

HCID 21951488HCID 21951488, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Into a 250 mL Parr hydrogenation flask was charged [2,5-bis(2-trifluoromethyl-4-nitrophenoxy)phenyl]diphenylphosphine oxide (2.55 g, 0.0037 mol), ethanol (25 mL), and 10% Pd/C (0.27 g). The mixture was degassed prior to the introduction of hydrogen gas. The mixture was agitated under a hydrogen atmosphere for ˜24 hours at room temperature. After degassing the solution, the Pd/C was removed by filtration and the solution added to stirred water to afford an off white solid. The crude solid was collected via filtration, washed with water, and dried at room temperature to afford 1.23 g (53% crude yield). The solid exhibited no melting peaks as determined by DSC at a heating rate of 10° C./min.

Workup

  1. customThe mixture was degassed
  2. customAfter degassing the solution
  3. customthe Pd/C was removed by filtration
  4. additionthe solution added
  5. stirringto stirred water
  6. customto afford an off white solid
  7. filtrationThe crude solid was collected via filtration
  8. washwashed with water
  9. customdried at room temperature
  10. customto afford 1.23 g (53% crude yield)

Sources & evidence

ORD record
ord-2a5c56ed366141e29d548242ef50603f
Source dataset
uspto-grants-2005_01
Patent number
US06841652B2

Reaction notes

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