Sodium Hydroxide → HCID 21468987, compound

HRID 1938605Notes

Reaction equation

HRID 1938605 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-65d7f892ef52463a9b26e8c8e8fee62c
Source dataset
uspto-grants-1997_12
Patent number
US05693633

Reaction notes

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