Acetic Acid → HCID 9956978, compound

HRID 1770264Notes

Reaction equation

HRID 1770264 reaction equation
[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[C:18]([C:23]([O:25]C)=[O:24])=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:13][CH:12]=2)[C:8]2[CH:27]=[CH:28][C:29]([C:31](=[O:38])[CH2:32][CH2:33][C:34]([O:36]C)=[O:35])=[CH:30][C:7]=2[N:6]=1)[CH2:2][CH2:3][CH3:4].[OH-].[Na+].O.C(O)(=O)C>C(O)C>[CH2:1]([C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[C:18]([C:23]([OH:25])=[O:24])=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:13][CH:12]=2)[C:8]2[CH:27]=[CH:28][C:29]([C:31](=[O:38])[CH2:32][CH2:33][C:34]([OH:36])=[O:35])=[CH:30][C:7]=2[N:6]=1)[CH2:2][CH2:3][CH3:4]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 15662016HCID 15662016, compound

Product 1

HCID 9956978HCID 9956978, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 200 mg (0.39 mMol) of methyl 4'-[[2-n-butyl-5-(3-methoxycarbonyl-propionyl)-benzimidazol-1-yl]-methyl]biphenyl-2-carboxylate and 0.75 ml of sodium hydroxide solution in 4 ml of ethanol is stirred for 2 hours at 75° C., then mixed with 40 ml of water and acidified with glacial acetic acid. The alcohol is then distilled off, the resulting mixture is stirred for one hour at ambient temperature, the product precipitated is suction filtered, washed with 10 ml of water and dried.

Workup

  1. distillationThe alcohol is then distilled off
  2. customthe product precipitated
  3. filtrationfiltered
  4. washwashed with 10 ml of water
  5. customdried

Sources & evidence

ORD record
ord-7a94f67637c14b07a3ea0dfe22ba1af0
Source dataset
uspto-grants-1995_01
Patent number
US05385925

Reaction notes

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