Ethanol → HCID 86638987, compound

HRID 889270Notes

Reaction equation

HRID 889270 reaction equation
[CH2:1]([O:8][C:9]1[C:14]([N+:15]([O-])=O)=[C:13]([F:18])[C:12]([F:19])=[CH:11][C:10]=1[F:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[NH4+].C(O)C>[Zn].O>[CH2:1]([O:8][C:9]1[C:10]([F:20])=[CH:11][C:12]([F:19])=[C:13]([F:18])[C:14]=1[NH2:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 702EthanolHCID 25517Ammonium ChlorideHCID 86638988HCID 86638988, compound

Product 1

HCID 86638987HCID 86638987, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

A round bottom flask containing 2-benzyloxy-1,4,5-trifluoro-3-nitrobenzene (0.44 g, 1.54 mmol), zinc dust (0.50 g, 7.71 mmol) and solid ammonium chloride (0.17 g, 3.08 mmol) is added a mixture of ethanol and water (2:1 ratio, 15 mL total). The resulting slurry is heated at 60° C. for 90 min. The mixture is filtered, washed with methanol and the filtrate is concentrated. The residue is extracted twice with EtOAc and water, dried over MgSO4 and concentrated. The crude product is used directly in the next step without purification.

Workup

  1. additionis added
  2. filtrationThe mixture is filtered
  3. washwashed with methanol
  4. concentrationthe filtrate is concentrated
  5. extractionThe residue is extracted twice with EtOAc and water
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated
  8. customThe crude product is used directly in the next step without purification

Sources & evidence

ORD record
ord-0ca81610982a465eb376057f3adcff0a
Source dataset
uspto-grants-2012_08
Patent number
US08252820B2

Reaction notes

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