Potassium Carbonate → HCID 58508626, compound

HRID 454531Notes

Reaction equation

HRID 454531 reaction equation
C(=O)([O-])[O-].[K+].[K+].C([O:10][C:11]1[CH:38]=[C:37]([Cl:39])[CH:36]=[CH:35][C:12]=1[C:13]([NH:15][C:16]1[CH:28]=[C:27]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:26]=[CH:25][C:17]=1[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[O:14])(=O)C>CO.O1CCOCC1>[Cl:39][C:37]1[CH:36]=[CH:35][C:12]([C:13]([NH:15][C:16]2[CH:28]=[C:27]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[CH:26]=[CH:25][C:17]=2[C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[O:14])=[C:11]([OH:10])[CH:38]=1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 66990126HCID 66990126, compound

Product 1

HCID 58508626HCID 58508626, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

Potassium carbonate (0.12 g) was added to a solution mixture of the obtained tert-butyl 2-(2-acetoxy-4-chlorobenzamido)-4-phenylbenzoate (0.13 g) in methanol (2.5 mL) and dioxane (2.5 mL), followed by stirring at room temperature for 2 hours. The solvent was evaporated under reduced pressure, and a 10% aqueous solution of citric acid and ethyl acetate were added to the residue. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain 0.11 of tert-butyl 2-(4-chloro-2-hydroxybenzamido)-4-phenylbenzoate as a white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. additiona 10% aqueous solution of citric acid and ethyl acetate were added to the residue
  3. customThe organic layer was separated
  4. washwashed with a saturated aqueous solution of sodium chloride
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-080a5163185548369e4ad4b2489e0d92
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

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