Potassium Hydroxide → HCID 11659835, compound

HRID 2240232Notes

Reaction equation

HRID 2240232 reaction equation
[CH2:1]([N:8]([CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)[C:9]1[CH:14]=[C:13]([F:15])[C:12]([NH:16]C(=O)OCC)=[C:11]([F:22])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+]>C(O)C>[CH2:23]([N:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:9]1[CH:10]=[C:11]([F:22])[C:12]([NH2:16])=[C:13]([F:15])[CH:14]=1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 59304998HCID 59304998, compound

Product 1

HCID 11659835HCID 11659835, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.10 g (5.30 mmol) of ethyl [4-(dibenzylamino)-2,6-difluorophenyl]carbamate are dissolved in 40 ml of ethanol. 3.0 g (53 mmol) of powdered potassium hydroxide are added, and the mixture is heated at reflux for 20 hours. The solvent is then removed, and water and dichloromethane are added to the residue. The organic phase is separated off, washed three times with water, dried over sodium sulfate and concentrated. The residue is taken up in ethyl acetate and clarified over activated carbon. Using pentane, crystals are obtained which are filtered off with suction.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 20 hours
  3. customThe solvent is then removed
  4. additionwater and dichloromethane are added to the residue
  5. customThe organic phase is separated off
  6. washwashed three times with water
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated
  9. customUsing pentane, crystals are obtained which
  10. filtrationare filtered off with suction

Sources & evidence

ORD record
ord-50cead6eb11147609805b5b276f491e0
Source dataset
uspto-grants-2010_05
Patent number
US07723347B2

Reaction notes

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