Hydrochloric Acid → HCID 57879545, compound

HRID 1673366Notes

Reaction equation

HRID 1673366 reaction equation
[OH-].[Na+].CO.[C:5]([NH:13][C:14]1[CH:23]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:21]=[CH:20][C:15]=1[C:16]([O:18]C)=[O:17])(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.Cl>C(OCC)(=O)C.O.O1CCOCC1>[C:5]([NH:13][C:14]1[CH:23]=[C:22]([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:21]=[CH:20][C:15]=1[C:16]([OH:18])=[O:17])(=[O:12])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

8

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 57879560HCID 57879560, compound

Product 1

HCID 57879545HCID 57879545, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
50 °C

Procedure

1.2 mL of 2.0 mol/L aqueous sodium hydroxide was added to a suspension of 5 mL of methanol and 2.5 mL of dioxane containing 0.50 g of methyl 2-(benzamido)-4-phenylbenzoate at room temperature and stirred at 50° C. for 30 minutes. After the reaction mixture was cooled to room temperature, 1.0 mol/L hydrochloric acid was added to adjust to pH 3 and water and ethyl acetate were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with a saturated sodium chloride aqueous solution, and the solvent was evaporated under reduced pressure. Hexane was added to the obtained, residue and a solid substance was separated by filtration to obtain 0.36 g of 2-(benzamido)-4-phenylbenzoic acid as white solid.

Workup

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. additionwere added
  3. customThe organic layer was separated
  4. dry with materialdried over anhydrous magnesium sulfate
  5. washafter washed with a saturated sodium chloride aqueous solution
  6. customthe solvent was evaporated under reduced pressure
  7. additionHexane was added to the obtained, residue
  8. customa solid substance was separated by filtration

Sources & evidence

ORD record
ord-43f2691bc05f49f48ff9a03ecb6205eb
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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