Hydrochloric Acid → HCID 15086596, compound

HRID 359084Notes

Reaction equation

HRID 359084 reaction equation
[CH2:1]1[CH2:33][O:32][C:31]2[CH:30]=[CH:29][C:5]([CH2:6][NH:7][C:8]3[CH:13]=[CH:12][C:11]([NH:14][CH2:15][CH2:16][CH2:17][O:18][C:19]4[CH:28]=[CH:27][C:22]([C:23]([O:25]C)=[O:24])=[CH:21][CH:20]=4)=[CH:10][CH:9]=3)=[CH:4][C:3]=2[O:2]1.CO.[Na].Cl>O.O1CCCC1>[CH2:1]1[CH2:33][O:32][C:31]2[CH:30]=[CH:29][C:5]([CH2:6][NH:7][C:8]3[CH:13]=[CH:12][C:11]([NH:14][CH2:15][CH2:16][CH2:17][O:18][C:19]4[CH:28]=[CH:27][C:22]([C:23]([OH:25])=[O:24])=[CH:21][CH:20]=4)=[CH:10][CH:9]=3)=[CH:4][C:3]=2[O:2]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 5360545SodiumHCID 15086595HCID 15086595, compound

Product 1

HCID 15086596HCID 15086596, compoundYield 19.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To methyl 4-[3-[N-[4-(3,4-ethylenedioxybenzylamino) phenyl]amino]propoxy]benzoate (2.1 g) were added methanol (100 ml), tetrahydrofuran (20 ml) and 2N sodium hydroxyide (12 ml), and the mixture was stirred at 45°-50° C. overnight. To the reaction mixture was added water (150 ml), then, after the mixture was neutralized with 2N hydrochloric acid, the resulting precipitate was collected by filtration, washed with water and ethanol to give 4-[3-[N-[4-(3,4-ethylenedioxybenzylamino)phenyl]amino]propoxy]benzoic acid (0.4 g). mp. 246°-247° C.

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. washwashed with water and ethanol

Sources & evidence

ORD record
ord-e020a51a3f2d4771bbfe23e5ad7a176d
Source dataset
uspto-grants-1991_03
Patent number
US04999378

Reaction notes

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