Sodium Hydroxide → HCID 23159774, compound

HRID 1011433Notes

Reaction equation

HRID 1011433 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:10]2[CH:11]=[N:12][C:13]3[C:18]([CH:19]=2)=[C:17]([O:20][CH3:21])[CH:16]=[CH:15][CH:14]=3)=[O:9])=[CH:4][CH:3]=1.C1C=C(Cl)C=C(C(OO)=[O:30])C=1.[OH-].[Na+]>C(Cl)Cl>[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([C:10]2[CH:11]=[N:12][C:13]3[C:18]([CH:19]=2)=[C:17]([O:20][CH3:21])[CH:16]=[CH:15][CH:14]=3)(=[O:30])=[O:9])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 70297m-Chloroperbenzoic acidHCID 86761357HCID 86761357, compound

Product 1

HCID 23159774HCID 23159774, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (+/−)-3-(4-methylphenylsulfinyl)-5-methoxyquinoline (2.97 g, 10 mmol) prepared in stage B of example 10 in CH2Cl2 is added m-CPBA (2.13 g, 80%, 10 mmol). The solution is stirred at room temperature for 12 hours. A solution of 1M NaOH is added. After extraction of the aqueous phase with CH2Cl2, the combined organic layers are dried (MgSO4) and the solvent evaporated giving the title compound.

Workup

  1. extractionAfter extraction of the aqueous phase with CH2Cl2
  2. dry with materialthe combined organic layers are dried (MgSO4)
  3. customthe solvent evaporated

Sources & evidence

ORD record
ord-e113480b893b4843bc14f5e1566e41d5
Source dataset
uspto-grants-2011_07
Patent number
US07977354B2

Reaction notes

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