Hydrochloric Acid → HCID 14882840, compound

HRID 359089Notes

Reaction equation

HRID 359089 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH2:11][CH2:12][CH2:13][O:14][C:15]2[CH:24]=[CH:23][C:18]([C:19]([O:21]C)=[O:20])=[CH:17][CH:16]=2)[CH2:9][CH3:10])=[CH:4][CH:3]=1.[OH-].[Na+].Cl>CO.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]([CH2:11][CH2:12][CH2:13][O:14][C:15]2[CH:16]=[CH:17][C:18]([C:19]([OH:21])=[O:20])=[CH:23][CH:24]=2)[CH2:9][CH3:10])=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15086604HCID 15086604, compound

Product 1

HCID 14882840HCID 14882840, compoundYield 91.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

Methyl 4-[3-[N-(4-chlorophenyl)-N-ethylamino]propoxy]benzoate (1.37 g) was dissolved in methanol (20 ml), and a solution of sodium hydroxide (0.48 ml) in water (5 ml) was added thereto, the mixture was heated with stirring at 60° C. for 13 hours. The reaction mixture was cooled, and was added a neutralization amount of conc. hydrochloric acid thereto, then the mixture was concentrated under reduced pressure. The residue was suspended in water, and collected by filtration, and washed with water to give the desired product (1.20 g). mp. 146°-149° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureThe reaction mixture was cooled
  3. concentrationthe mixture was concentrated under reduced pressure
  4. filtrationcollected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-e5c0790524c844ca91ea54f1c1f43780
Source dataset
uspto-grants-1991_03
Patent number
US04999378

Reaction notes

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