Hydrochloric Acid → HCID 21084197, compound

HRID 347810Notes

Reaction equation

HRID 347810 reaction equation
[CH3:1][O:2][C:3]1[CH:22]=[CH:21][C:6]([C:7]([N:9]2[CH:14]([C:15]([O:17]CC)=[O:16])[CH:13]3[CH2:20][CH:10]2[CH2:11][CH2:12]3)=[O:8])=[CH:5][CH:4]=1.CO.[OH-].[Na+].Cl>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:7]([N:9]2[CH:14]([C:15]([OH:17])=[O:16])[CH:13]3[CH2:20][CH:10]2[CH2:11][CH2:12]3)=[O:8])=[CH:21][CH:22]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 21084206HCID 21084206, compound

Product 1

HCID 21084197HCID 21084197, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 2-(4-methoxybenzoyl)-2-azabicyclo[2.2.1]heptane-3-carboxylate (239 mg, 0.787 mmol) in tetrahydrofuran (5 ml)-methanol (4 ml) was added 1N sodium hydroxide (5 ml), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was acidified with 1N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over magnesium sulfate. The solvent was evaporated, to give 2-(4-methoxybenzoyl)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over magnesium sulfate
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-fb7eb61c8eac4832afc927594d0df546
Source dataset
uspto-grants-2007_02
Patent number
US07176217B2

Reaction notes

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