Hydrochloric Acid → N-(2-Carboxyethyl)-2,6-Dimethyl-4-(Hexafluoro-2-Hydroxy-2-Propyl)Aniline

HRID 2286599Notes

Reaction equation

HRID 2286599 reaction equation
C([CH2:3][CH2:4][NH:5][C:6]1[C:11]([CH3:12])=[CH:10][C:9]([C:13]([OH:22])([C:18]([F:21])([F:20])[F:19])[C:14]([F:17])([F:16])[F:15])=[CH:8][C:7]=1[CH3:23])#N.Cl.[C:25]([O-:28])(O)=[O:26].[Na+]>[OH-].[Na+]>[C:25]([CH2:3][CH2:4][NH:5][C:6]1[C:11]([CH3:12])=[CH:10][C:9]([C:13]([OH:22])([C:14]([F:17])([F:15])[F:16])[C:18]([F:19])([F:20])[F:21])=[CH:8][C:7]=1[CH3:23])([OH:28])=[O:26]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 15572220HCID 15572220, compound

Product 1

HCID 15572234N-(2-Carboxyethyl)-2,6-Dimethyl-4-(Hexafluoro-2-Hydroxy-2-Propyl)Aniline

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

Combine N-(2-cyanoethyl)-2,6-dimethyl-4-(hexafluoro-2-hydroxy-2-propyl)aniline (4.0 g, 12 mmol) with 350 ml 1.0 N NaOH. Reflux 2 hours, allow to cool, add concentrated HCl, and then solid NaHCO3. Extract with ether, dry and concentrate. Recrystallize from ether-hexane to give title compound as a solid product, m.p. 175°-176° C.

Workup

  1. temperatureReflux 2 hours
  2. temperatureto cool
  3. extractionExtract with ether
  4. customdry
  5. concentrationconcentrate
  6. customRecrystallize from ether-hexane

Sources & evidence

ORD record
ord-95b92b49fc7e4ca4a51689edfadbf7ca
Source dataset
uspto-grants-1981_05
Patent number
US04267193

Reaction notes

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