Water → HCID 23577856, compound

HRID 1827451Notes

Reaction equation

HRID 1827451 reaction equation
[CH3:1][O:2][C:3](=[O:15])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[N+:12]([O-])=O.[C:16](OC(=O)C)(=[O:18])[CH3:17].O>[Pd].C(O)(=O)C>[CH3:1][O:2][C:3](=[O:15])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[NH:12][C:16](=[O:18])[CH3:17]

Participants

6

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 10944246Methyl 2-(4-chloro-2-nitrophenyl)acetate

Product 1

HCID 23577856HCID 23577856, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

An argon filled flask was charged with (4-Chloro-2-nitro-phenyl)-acetic acid methyl ester (40 g, 175 mmol), 10% Pd/C (2.5 g), acetic anhydride (64 mL, 677 mmol), water (9 mL) and acetic acid (150 mL). The flask was vacuum flushed with hydrogen gas at 30 PSI and shook vigorously. After 2 hours, more 10% Pd/C (2 g) was added, and the reaction was complete after a total of 4 hours reaction time. The 10% Pd/C was removed by filtration, and the solvent was removed by rotary evaporation.

Workup

  1. customflushed with hydrogen gas at 30 PSI
  2. additionmore 10% Pd/C (2 g) was added
  3. customafter a total of 4 hours reaction time
  4. customThe 10% Pd/C was removed by filtration
  5. customthe solvent was removed by rotary evaporation

Sources & evidence

ORD record
ord-7fa081c0a92048d9b4b8c28b9bae324c
Source dataset
uspto-grants-2006_05
Patent number
US07053107B2

Reaction notes

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