Chloroform → 1-Cyano-4-(tert-butylsulfonylamino)piperidine

HRID 639435Notes

Reaction equation

HRID 639435 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.C(Cl)(Cl)Cl.[C:16]([N:18]1[CH2:23][CH2:22][CH:21]([NH:24][S:25]([C:27]([CH3:30])([CH3:29])[CH3:28])=[O:26])[CH2:20][CH2:19]1)#[N:17]>C(OCC)(=O)C>[C:16]([N:18]1[CH2:23][CH2:22][CH:21]([NH:24][S:25]([C:27]([CH3:30])([CH3:29])[CH3:28])(=[O:9])=[O:26])[CH2:20][CH2:19]1)#[N:17]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 70297m-Chloroperbenzoic acidHCID 231541571-Cyano-4-(tert-butylsulfinyl-amino)piperidine

Product 1

HCID 231541731-Cyano-4-(tert-butylsulfonylamino)piperidine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Meta-chloroperbenzoic acid (60 mg) was added to the chloroform solution (0.5 mL) containing 1-cyano-4-(tert-butylsulfinyl-amino)piperidine at room temperature, followed by stirring at the same temperature for 16 hrs. The reaction mixture was diluted with ethyl acetate, and the organic layer was washed with aqueous saturated sodium hydrogencarbonate and aqueous saturated sodium chloride solutions successively, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound (58 mg).

Workup

  1. washthe organic layer was washed with aqueous saturated sodium hydrogencarbonate and aqueous saturated sodium chloride solutions successively
  2. dry with materialdried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0b2ca38af9214ad18c5c24d5df00a507
Source dataset
uspto-grants-2010_04
Patent number
US07691860B2

Reaction notes

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