Hydrochloric Acid → HCID 21465884, compound

HRID 1940201Notes

Reaction equation

HRID 1940201 reaction equation
[CH3:1][O:2][C:3](=[O:34])[CH2:4][N:5]([CH2:12][CH:13]([C:21]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=1[NH:28][CH2:29][C:30]([CH3:33])([CH3:32])[CH3:31])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[Cl:20])C(=O)C(F)(F)F.Cl.[OH-].[Na+]>CO>[CH3:1][O:2][C:3](=[O:34])[CH2:4][NH:5][CH2:12][CH:13]([C:21]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][C:22]=1[NH:28][CH2:29][C:30]([CH3:32])([CH3:31])[CH3:33])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[Cl:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 21465883HCID 21465883, compound

Product 1

HCID 21465884HCID 21465884, compoundYield 44.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N-[2-(5-chloro-2-neopentylamino phenyl)-2-(2-chlorophenyl)ethyl]-N-trifluoroacetylglycine methyl ester (0.2 g) in methanol (3 ml) was added conc. hydrochloric acid (0.6 ml), which was heated under reflux for one day. To the reaction mixture was added a 1N aqueous solution of sodium hydroxide (8ml), followed by extraction with dichloromethane. The extract solution was washed with water, then the solvent was distilled off to leave 72 mg of an oily compound.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for one day
  3. extractionfollowed by extraction with dichloromethane
  4. washThe extract solution was washed with water
  5. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-ca74a8f84fba4666bf5dacb74b072468
Source dataset
uspto-grants-1997_12
Patent number
US05698691

Reaction notes

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