Hydrochloric Acid → HCID 86762013, compound

HRID 1893007Notes

Reaction equation

HRID 1893007 reaction equation
[CH:1]1([S:7]([NH2:10])(=[O:9])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3]C1.[OH2:11].[OH-].[Li+].Cl>C1COCC1.CO.O>[CH:6]1([C:1]([S:7]([NH2:10])(=[O:8])=[O:9])=[O:11])[CH2:3][CH2:4][CH2:5]1

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 75536CyclohexanesulfonamideHCID 168937Lithium hydroxide, monohydrate

Product 1

HCID 86762013HCID 86762013, compoundYield 88%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of intermediate 5 from Example 344 (700 mg, 2.7 mmol) in THF (90 mL), methanol (50 mL) and water (12 mL) mixture, lithium hydroxide monohydrate (1700 mg, 2.0 mmol) was added. The reaction mixture was stirred at rt. for overnight. Then it was acidified with 1N HCl solution to pH=3 to 5. Extracted with ethyl acetate (2×20 mL) and the organic layers were combined and dried (MgSO4). Evaporation of solvent gave thick colorless oil as product (intermediate 7) (0.58, 88% yield).

Workup

  1. extractionExtracted with ethyl acetate (2×20 mL)
  2. dry with materialdried (MgSO4)
  3. customEvaporation of solvent

Sources & evidence

ORD record
ord-b34954c87c0942a6a4a3ad16c665da98
Source dataset
uspto-grants-2013_08
Patent number
US08507722B2

Reaction notes

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