Hydrochloric Acid → HCID 178441053, compound

HRID 1945475Notes

Reaction equation

HRID 1945475 reaction equation
C[O:2][C:3]([C:5]1[CH:25]=[CH:24][C:8]2[NH:9][C:10]([CH2:12][O:13][C:14]3[CH:19]=[CH:18][C:17]([C:20]([CH3:23])([CH3:22])[CH3:21])=[CH:16][CH:15]=3)=[N:11][C:7]=2[CH:6]=1)=[O:4].Cl.C(=O)(O)[O-].[Na+]>C(O)(=O)C>[C:20]([C:17]1[CH:18]=[CH:19][C:14]([O:13][CH2:12][C:10]2[NH:9][C:8]3[CH:24]=[CH:25][C:5]([C:3]([OH:4])=[O:2])=[CH:6][C:7]=3[N:11]=2)=[CH:15][CH:16]=1)([CH3:23])([CH3:21])[CH3:22]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 178497367HCID 178497367, compound

Product 1

HCID 178441053HCID 178441053, compoundYield 91.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
10 °C

Procedure

A mixture of 2-(4-tert-butyl-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid methyl ester (150 mg, 0.44 mmol), acetic acid (30 mL) and concd HCl (39 mL) was heated under reflux for 3 h. At the end of the reaction period, the mixture was cooled to 10° C., neutralize with aqueous sodium bicarbonate solution, filtered, washed with ethyl acetate (10 mL), water (50 mL) and dried to afford 2-(4-tert-butyl-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid as a colorless powder (0.13 g, 90% yield).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 h
  3. customAt the end of the reaction period
  4. filtrationfiltered
  5. washwashed with ethyl acetate (10 mL), water (50 mL)
  6. customdried

Sources & evidence

ORD record
ord-11cd9b97dff44d9da7d41f2b650a6ec2
Source dataset
uspto-grants-2013_03
Patent number
US08394799B2

Reaction notes

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