Sodium Hydroxide → HCID 21468987, compound

HRID 866255Notes

Reaction equation

HRID 866255 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:34]=[CH:33][C:12]2[N:13]([CH:16]([C:22]3[N:23]([CH2:27][C:28]([O:30]CC)=[O:29])[CH:24]=[CH:25][N:26]=3)[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:14]=[N:15][C:11]=2[CH:10]=1)#[N:2].[OH-].[Na+]>C(O)C>[C:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH:34]=[CH:33][C:12]2[N:13]([CH:16]([C:22]3[N:23]([CH2:27][C:28]([OH:30])=[O:29])[CH:24]=[CH:25][N:26]=3)[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21])[CH:14]=[N:15][C:11]=2[CH:10]=1)#[N:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54472847HCID 54472847, compound

Product 1

HCID 21468987HCID 21468987, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The ester was dissolved in 20 ml ethanol and 40 ml of 2N NaOH and stirred at room temperature overnight. The solution was concentrated. The residue was dissolved in water and washed with ether. The pH was adjusted to 3.5 using 2N HCl. The precipitate was dissolved in ethyl acetate, washed with water, dried over sodium sulfate and concentrated to yield 770 mg of 2-[1-[5-(2-cyanophenyl)-1H-benzimidazol-1-yl]hexyl]-1H-imidazole-1-acetic acid. (MS)

Workup

  1. concentrationThe solution was concentrated
  2. dissolutionThe residue was dissolved in water
  3. washwashed with ether
  4. dissolutionThe precipitate was dissolved in ethyl acetate
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-a5ff4146cb394a7b854dc017206ff99e
Source dataset
uspto-grants-1996_10
Patent number
US05569768

Reaction notes

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