HCID 19356197, compound → HCID 19356163, compound

HRID 377603Notes

Reaction equation

HRID 377603 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[CH:23]=[CH:22][CH:21]=[CH:20][C:6]=1[O:7][C:8]1[CH:9]=[C:10]([CH2:14][C:15]([O:17]CC)=[O:16])[CH:11]=[CH:12][CH:13]=1)[CH3:3]>Cl>[CH3:1][N:2]([CH2:4][C:5]1[CH:23]=[CH:22][CH:21]=[CH:20][C:6]=1[O:7][C:8]1[CH:9]=[C:10]([CH2:14][C:15]([OH:17])=[O:16])[CH:11]=[CH:12][CH:13]=1)[CH3:3]

Participants

3

Reactant 1

HCID 19356197HCID 19356197, compound

Product 1

HCID 19356163HCID 19356163, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The ethyl 3-(2-dimethylaminomethylphenoxy)phenyl-acetate acid obtained by the preceding reaction is dissolved in 20 ml of 25% hydrochloric acid and heated under reflux with stirring for five hours. The solvent is then distilled off. The residue is taken up in toluene. The solvent is distilled off again to a residue. The residue is triturated with acetone, the product being obtained in crystalline form. The crystals are filtered off with suction, washed with acetone and air-dried. 3-(2-Dimethylaminomethylphenoxy)-phenylacetic acid, m.p. 205-208°, is obtained.

Workup

  1. temperatureheated
  2. temperatureunder reflux
  3. distillationThe solvent is then distilled off
  4. distillationThe solvent is distilled off again to a residue
  5. customThe residue is triturated with acetone
  6. customthe product being obtained in crystalline form
  7. filtrationThe crystals are filtered off with suction
  8. washwashed with acetone
  9. customair-dried

Sources & evidence

ORD record
ord-f72ca4161c3c42539d9b5e9d2c82fc64
Source dataset
uspto-grants-2000_02
Patent number
US06028080

Reaction notes

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