Hydrochloric Acid → HCID 18783976, compound

HRID 1108620Notes

Reaction equation

HRID 1108620 reaction equation
[CH3:1][N:2]([CH3:22])[CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:21]=[CH:20][C:15]([C:16]([O:18]C)=[O:17])=[CH:14][CH:13]=2)=[CH:8][CH:7]=1.[OH-].[Na+].Cl>CO.C(Cl)Cl>[CH3:1][N:2]([CH3:22])[CH2:3][CH2:4][O:5][C:6]1[CH:7]=[CH:8][C:9]([C:12]2[CH:21]=[CH:20][C:15]([C:16]([OH:18])=[O:17])=[CH:14][CH:13]=2)=[CH:10][CH:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18783974Methyl 4-[4-(2-dimethylaminoethoxy)phenyl]benzoate

Product 1

HCID 18783976HCID 18783976, compoundYield 83.3%

Reagents, catalysts & solvents 1

HCID 21226129Dichloromethane methanolSolvent

Procedure

0.68 g (2.27 mmol) of methyl 4-[4-(2-dimethylaminoethoxy)phenyl]benzoate was dissolved in 18 ml of methanol-methylene chloride (5:1 (v/v)). 3.4 ml of a 1N sodium hydroxide aqueous solution was added thereto and the mixture was refluxed under heating for 5 hours. After cooling to room temperature, 3.4 ml of 1N hydrochloric acid was added and stirred. The precipitate thus formed was collected by filtration, washed, and dried to obtain 0.54 g (1.89 mmol) of 4-[4-(2-dimethylaminoethoxy)phenyl]benzoic acid as faint yellowish white powder. ##STR22## Its spectroscopic data are as follows:

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 5 hours
  3. customThe precipitate thus formed
  4. filtrationwas collected by filtration
  5. washwashed
  6. customdried

Sources & evidence

ORD record
ord-367ce650a24443b3af0f01c9f6a7eb4d
Source dataset
uspto-grants-2000_05
Patent number
US06069149

Reaction notes

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