Sodium Hydroxide → HCID 13607953, compound

HRID 1981779Notes

Reaction equation

HRID 1981779 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH:9]2[CH2:14][CH2:13][CH2:12][N:11]([S:15]([C:18]3[CH:23]=[CH:22][C:21]([CH3:24])=[CH:20][CH:19]=3)(=[O:17])=[O:16])[CH2:10]2)=[CH:4][CH:3]=1.ClC1C=C(C=CC=1)C(OO)=[O:30].S([O-])([O-])=O.[Na+].[Na+].[OH-:42].[Na+]>C(Cl)Cl.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([CH:9]2[CH2:14][CH2:13][CH2:12][N:11]([S:15]([C:18]3[CH:19]=[CH:20][C:21]([CH3:24])=[CH:22][CH:23]=3)(=[O:17])=[O:16])[CH2:10]2)(=[O:30])=[O:42])=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 14798Sodium HydroxideHCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 23319732HCID 23319732, compound

Product 1

HCID 13607953HCID 13607953, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

A solution of 3-[(4-fluorophenyl)thio]-1-[(4-methylphenyl)sulfonyl]piperidine and excess meta-chloroperoxybenzoic acid in methylene chloride was stirred at room temperature overnight. An excess of sodium sulfite and water was added and the mixture was stirred for 2 hr. An excess of sodium hydroxide was added. The methylene chloride phase was extracted with several portions of dilute aqueous sodium hydroxide, dried over magnesium sulfate and the solvent removed in vacuo to give an oil. The oil was crystallized from a mixture of methylene chloride-diethylether-hexane to give white crystals,

Workup

  1. extractionThe methylene chloride phase was extracted with several portions of dilute aqueous sodium hydroxide
  2. dry with materialdried over magnesium sulfate
  3. customthe solvent removed in vacuo
  4. customto give an oil
  5. customThe oil was crystallized from a mixture of methylene chloride-diethylether-hexane
  6. customto give white crystals

Sources & evidence

ORD record
ord-337bb53098714987bdf7dc85b1b3a9ee
Source dataset
uspto-grants-1986_06
Patent number
US04593102

Reaction notes

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