Hydrochloric Acid → 5-[2-(2-Chloro-4-trifluoromethyl-phenoxy)-acetylamino]-2-(2-diethylamino-ethoxy)-benzoic acid

HRID 898636Notes

Reaction equation

HRID 898636 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:33]=[C:32]([C:34]([F:37])([F:36])[F:35])[CH:31]=[CH:30][C:5]=1[O:6][CH2:7][C:8]([NH:10][C:11]1[CH:12]=[CH:13][C:14]([O:22][CH2:23][CH2:24][N:25]([CH2:28][CH3:29])[CH2:26][CH3:27])=[C:15]([CH:21]=1)[C:16]([O:18]CC)=[O:17])=[O:9].Cl>CCO>[Cl:3][C:4]1[CH:33]=[C:32]([C:34]([F:35])([F:36])[F:37])[CH:31]=[CH:30][C:5]=1[O:6][CH2:7][C:8]([NH:10][C:11]1[CH:12]=[CH:13][C:14]([O:22][CH2:23][CH2:24][N:25]([CH2:28][CH3:29])[CH2:26][CH3:27])=[C:15]([CH:21]=1)[C:16]([OH:18])=[O:17])=[O:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59691623HCID 59691623, compound

Product 1

HCID 596915605-[2-(2-Chloro-4-trifluoromethyl-phenoxy)-acetylamino]-2-(2-diethylamino-ethoxy)-benzoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4.00 mL 1 M aqueous NaOH solution was added to a solution of 1.00 g (1.934 mmol) ethyl 5-[2-(2-chloro-4-trifluoromethyl-phenoxy)-acetylamino]-2-(2-diethylamino-ethoxy)-benzoate in 30 mL EtOH and the mixture was stirred for 3 h at RT. 4.00 mL 1 M aqueous HCl was added and again the mixture was stirred for 1 h. The reaction mixture was evaporated down i. vac., combined with water and the precipitate was filtered off.

Workup

  1. stirringagain the mixture was stirred for 1 h
  2. customThe reaction mixture was evaporated down i
  3. filtrationthe precipitate was filtered off

Sources & evidence

ORD record
ord-2a70da2f21584e5ab82284716b06312f
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

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