Hydrochloric Acid → HCID 21084199, compound

HRID 347799Notes

Reaction equation

HRID 347799 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH:17]([C:18]([O:20]CC)=[O:19])[CH:16]3[CH2:23][CH:13]2[CH2:14][CH2:15]3)(=[O:11])=[O:10])=[CH:5][CH:4]=1.[OH-].[Na+].Cl>O1CCCC1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]2[CH:17]([C:18]([OH:20])=[O:19])[CH:16]3[CH2:23][CH:13]2[CH2:14][CH2:15]3)(=[O:11])=[O:10])=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 15529569HCID 15529569, compound

Product 1

HCID 21084199HCID 21084199, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 2-[(4-methoxyphenyl)sulfonyl]-2-azabicyclo[2.2.1]heptane-3-carboxylate (903 mg, 2.66 mmol) in tetrahydrofuran (25 ml) was added 1N sodium hydroxide (15 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 removed, to give 2-[(4-methoxyphenyl)sulfonyl]-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 removed

Sources & evidence

ORD record
ord-808e0c1d26094da4993de77bbab36fe6
Source dataset
uspto-grants-2007_02
Patent number
US07176217B2

Reaction notes

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