Hydrochloric Acid → HCID 57684406, compound

HRID 2249658Notes

Reaction equation

HRID 2249658 reaction equation
[CH2:1]([N:6]1[C:10]2[CH:11]=[CH:12][C:13]([C:15]([C:17]3[CH:18]=[CH:19][C:20]([O:32][CH2:33][CH2:34][CH:35]([CH3:37])[CH3:36])=[C:21]([CH2:23][C:24]([O:26]CCC(C)C)=[O:25])[CH:22]=3)=[O:16])=[CH:14][C:9]=2[N:8]([CH2:38][CH2:39][CH:40]([CH3:42])[CH3:41])[C:7]1=[O:43])[CH2:2][CH:3]([CH3:5])[CH3:4].[OH-].[Na+].O.Cl>C(O)C.O1CCCC1.C(Cl)(Cl)Cl>[CH2:1]([N:6]1[C:10]2[CH:11]=[CH:12][C:13]([C:15]([C:17]3[CH:18]=[CH:19][C:20]([O:32][CH2:33][CH2:34][CH:35]([CH3:36])[CH3:37])=[C:21]([CH2:23][C:24]([OH:26])=[O:25])[CH:22]=3)=[O:16])=[CH:14][C:9]=2[N:8]([CH2:38][CH2:39][CH:40]([CH3:42])[CH3:41])[C:7]1=[O:43])[CH2:2][CH:3]([CH3:4])[CH3:5]

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 68984731HCID 68984731, compound

Product 1

HCID 57684406HCID 57684406, compoundYield 85.1%

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 6212ChloroformSolventHCID 8028TetrahydrofuranSolvent

Procedure

In a mixture of 3 ml of ethanol and 3 ml of tetrahydrofuran is dissolved 0.28 g of isopentyl 2-[5-[(1,3-diisopentyl-2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)carbonyl]-2-(isopentyloxy)phenyl]acetate. After adding 1.4 ml of 1 mol/L sodium hydroxide solution, the mixture is stirred at ambient temperature for 3 hours. Water and chloroform are added to the reaction mixture, pH is adjusted to 2 with 2 mol/L hydrochloric acid, and the organic layer is separated. The organic layer thus obtained is washed with water and saturated aqueous solution of sodium chloride successively and dried over anhydrous magnesium sulfate, and the solvent is distilled off under reduced pressure. Thus, 0.21 g of 2-[5-[(1,3-diisopentyl-2-oxo-2,3-dihydro-1H-benzimidazol-5-yl)carbonyl]-2-(isopentyloxy)phenyl]-acetic acid is obtained as a white foaming product.

Workup

  1. customthe organic layer is separated
  2. customThe organic layer thus obtained
  3. washis washed with water and saturated aqueous solution of sodium chloride successively
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-9754e52e568041f0b5a0e33ff0b90c90
Source dataset
uspto-grants-2008_01
Patent number
US07314888B1

Reaction notes

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