Sodium Hydroxide → HCID 21100227, compound

HRID 1352274Notes

Reaction equation

HRID 1352274 reaction equation
C[O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([S:10](=[O:14])(=[O:13])[NH:11][CH3:12])[CH:7]=[CH:6][C:5]=1[O:15][CH:16]1[CH2:20][CH2:19][CH2:18][CH2:17]1.[OH-].[Na+]>C1COCC1>[CH:16]1([O:15][C:5]2[CH:6]=[CH:7][C:8]([S:10](=[O:14])(=[O:13])[NH:11][CH3:12])=[CH:9][C:4]=2[C:3]([OH:21])=[O:2])[CH2:17][CH2:18][CH2:19][CH2:20]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 588633522-Cyclopentyloxy-5-methylsulfamoyl-benzoic acid methyl ester

Product 1

HCID 21100227HCID 21100227, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To 2.68 mmol 2-cyclopentyloxy-5-methylsulfamoyl-benzoic acid methyl ester in 10 ml THF was added 20 mmol 2 M aq NaOH and the mixture was stirred at RT for 2 h. The mixture was then extracted twice with ether. The aqueous phase was acidified with 10% aq citric acid and extracted 3 times with ethyl acetate. The combined organic phases were dried with Na2SO4. Evaporation in vacuo followed by trituration in ether afforded the title compound as a white solid. MS (m/e): 298.3 ([M−H]−, 100%)

Workup

  1. extractionThe mixture was then extracted twice with ether
  2. extractionextracted 3 times with ethyl acetate
  3. dry with materialThe combined organic phases were dried with Na2SO4
  4. customEvaporation in vacuo

Sources & evidence

ORD record
ord-ba0117182163426998d4310f5a156306
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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