Hydrochloric Acid → HCID 15086609, compound

HRID 359092Notes

Reaction equation

HRID 359092 reaction equation
[C:1]([CH2:4][CH2:5][C:6]([N:8]([CH2:16][CH2:17][CH2:18][O:19][C:20]1[CH:29]=[CH:28][C:23]([C:24]([O:26]C)=[O:25])=[CH:22][CH:21]=1)[C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1)=[O:7])([OH:3])=[O:2].[OH-].[Na+].Cl>CO>[C:1]([CH2:4][CH2:5][C:6]([N:8]([CH2:16][CH2:17][CH2:18][O:19][C:20]1[CH:29]=[CH:28][C:23]([C:24]([OH:26])=[O:25])=[CH:22][CH:21]=1)[C:9]1[CH:10]=[CH:11][C:12]([Cl:15])=[CH:13][CH:14]=1)=[O:7])([OH:3])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15086608HCID 15086608, compound

Product 1

HCID 15086609HCID 15086609, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

Methyl 4-[3-[N-(3-carboxypropionyl) -N-(4-chlorophenyl)amino]propoxy]benzoate (1.0 g) was dissolved in methanol (20 ml), and 1N aqueous sodium hydroxide solution (5.25 ml) was added thereto, and the mixture was heated with stirring at 60° C. for 24 hours. After the reaction mixture was cooled, the mixture was adjusted to pH 4-5 by adding conc. hydrochloric acid thereto. The mixture was concentrated under reduced pressure, and thereto was added water, then, the precipitate was crushed, collected by filtration, and washed with water to give the desired product (0.97 g). mp. 155°-158° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureAfter the reaction mixture was cooled
  3. concentrationThe mixture was concentrated under reduced pressure
  4. additionwas added water
  5. customthe precipitate was crushed
  6. filtrationcollected by filtration
  7. washwashed with water

Sources & evidence

ORD record
ord-26bbb75afc8c4fc8b400fbf8c55ac541
Source dataset
uspto-grants-1991_03
Patent number
US04999378

Reaction notes

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