Hydrochloric Acid → [1-Oxo-2-(4-aminomethylphenyl)-2-methyl-6,7-dichloro-5-indanyloxy]acetic acid sodium salt

HRID 1447700Notes

Reaction equation

HRID 1447700 reaction equation
Cl.C([O:4][C:5](=[O:29])[CH2:6][O:7][C:8]1[CH:9]=[C:10]2[C:14](=[C:15]([Cl:18])[C:16]=1[Cl:17])[C:13](=[O:19])[C:12]([C:21]1[CH:26]=[CH:25][C:24]([CH2:27][NH2:28])=[CH:23][CH:22]=1)([CH3:20])[CH2:11]2)C.C(=O)(O)[O-].[Na+:34].C(O)C.Cl>O>[Na+:34].[O:19]=[C:13]1[C:14]2[C:10](=[CH:9][C:8]([O:7][CH2:6][C:5]([O-:29])=[O:4])=[C:16]([Cl:17])[C:15]=2[Cl:18])[CH2:11][C:12]1([C:21]1[CH:22]=[CH:23][C:24]([CH2:27][NH2:28])=[CH:25][CH:26]=1)[CH3:20]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 516892Sodium BicarbonateHCID 20378231Ethyl[1-oxo-2-(4-aminomethylphenyl)-2-methyl-6,7-dichloro-5-indanyloxy]acetate hydrochloride

Product 1

HCID 70588756[1-Oxo-2-(4-aminomethylphenyl)-2-methyl-6,7-dichloro-5-indanyloxy]acetic acid sodium salt

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl[1-oxo-2-(4-aminomethylphenyl)-2-methyl-6,7-dichloro-5-indanyloxy]acetate hydrochloride (1.57 g., 0.0034 mole), sodium bicarbonate (1.15 g., 0.0136 mole), absolute ethanol (50 ml.) and water (50 ml.) are combined and heated at reflux for 1.5 hours leaving a solution which is filtered, then neutralized with 1 N hydrochloric acid (10.26 ml., 0.01026 mole) to precipitate 900 mg. of [1-oxo-2-(4-aminomethylphenyl)-2-methyl-6,7-dichloro-5-indanyloxy]acetic acid sodium salt which melts at 270°-271° C. after drying.

Workup

  1. temperatureheated
  2. temperatureat reflux for 1.5 hours
  3. customleaving a solution which
  4. filtrationis filtered
  5. customto precipitate 900 mg
  6. dry with materialof [1-oxo-2-(4-aminomethylphenyl)-2-methyl-6,7-dichloro-5-indanyloxy]acetic acid sodium salt which melts at 270°-271° C. after drying

Sources & evidence

ORD record
ord-f9145348270a406288df5efa32670acf
Source dataset
uspto-grants-1979_12
Patent number
US04177285

Reaction notes

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