Hydrochloric Acid → HCID 14882834, compound

HRID 359087Notes

Reaction equation

HRID 359087 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]([CH2:23][CH2:24][CH2:25][O:26][C:27]2[CH:36]=[CH:35][C:30]([C:31]([O:33]C)=[O:32])=[CH:29][CH:28]=2)[C:12](=[O:22])[C:13]2[CH:18]=[CH:17][C:16]3[O:19][CH2:20][O:21][C:15]=3[CH:14]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+].Cl>CO.O>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([N:11]([CH2:23][CH2:24][CH2:25][O:26][C:27]2[CH:28]=[CH:29][C:30]([C:31]([OH:33])=[O:32])=[CH:35][CH:36]=2)[C:12](=[O:22])[C:13]2[CH:18]=[CH:17][C:16]3[O:19][CH2:20][O:21][C:15]=3[CH:14]=2)=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15086598HCID 15086598, compound

Product 1

HCID 14882834HCID 14882834, compoundYield 80.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
60 °C

Procedure

Methyl 4-[3-[N-(4-tert-butylphenyl) -N-(3,4methylenedioxybenzoyl)amino]propoxy]benzoate (2.0 g) was dissolved in methanol (40 ml) and thereto was added a solution of sodium hydroxide (0.33 g) in water (10 ml), the mixture was heated with stirring at 60° C. for 23 hours. The reaction solution was cooled, and the solution was adjusted to pH 4-5 with conc. hydrochloric acid. The mixture was diluted with water and the precipitate was collected by filtration and washed with water. The precipitate was recrystallized from ethyl acetate/hexane to give the desired product (1.57 g). mp. 199°-203° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureThe reaction solution was cooled
  3. filtrationthe precipitate was collected by filtration
  4. washwashed with water
  5. customThe precipitate was recrystallized from ethyl acetate/hexane

Sources & evidence

ORD record
ord-cea6ed2c19c842f5b1ea18c325119545
Source dataset
uspto-grants-1991_03
Patent number
US04999378

Reaction notes

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