Hydrochloric Acid → HCID 22012331, compound

HRID 1533278Notes

Reaction equation

HRID 1533278 reaction equation
[C:1]1([C:7]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[N:8]2[CH:12]=[C:11]([CH2:13][CH:14]([C:20]3[CH:25]=[CH:24][C:23]4[O:26][CH2:27][O:28][C:22]=4[CH:21]=3)[C:15]([O:17]CC)=[O:16])[N:10]=[CH:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.C(OCC)(=O)C>[OH-].[Na+].C(O)C>[C:35]1([C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[N:8]2[CH:12]=[C:11]([CH2:13][CH:14]([C:20]3[CH:25]=[CH:24][C:23]4[O:26][CH2:27][O:28][C:22]=4[CH:21]=3)[C:15]([OH:17])=[O:16])[N:10]=[CH:9]2)[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 22012436HCID 22012436, compound

Product 1

HCID 22012331HCID 22012331, compoundYield 94%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

The mixture of ethyl 3-[1-(triphenylmethyl)imidazol-4-yl]-2-(3,4-methylenedioxyphenyl)propionate (730 mg) in 1N sodium hydroxide aqueous solution (4.1 ml) and ethanol (10 ml) was stirred at ambient temperature for 3 hours. The resulting solution was neutralized with 1N hydrochloric acid (4 ml) followed by dilution with ethyl acetate, and then the organic layer was washed with brine. Drying, filtering and removal of the solvents afforded 3-[1-(triphenylmethyl)-imidazol-4-yl]-2-(3,4-methylenedioxyphenyl)propionic acid (650 mg) as a white solid.

Workup

  1. washthe organic layer was washed with brine
  2. customDrying
  3. filtrationfiltering
  4. customremoval of the solvents

Sources & evidence

ORD record
ord-a5ad42226e104337a5e83931bd220a08
Source dataset
uspto-grants-2001_03
Patent number
US06207686B1

Reaction notes

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