Sodium Sulfite → HCID 19992148, compound

HRID 345301Notes

Reaction equation

HRID 345301 reaction equation
[C:1]1([CH2:7][CH:8]2[C:13]3([CH2:19][C:18](=[O:20])[NH:17][CH2:16][CH2:15]S3)[CH2:12][CH2:11][CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.ClC1C=CC=C(C(OO)=O)C=1.[S:32]([O-:35])([O-])=[O:33].[Na+].[Na+]>C(Cl)Cl>[C:1]1([CH2:7][CH:8]2[C:13]3([CH2:19][C:18](=[O:20])[NH:17][CH2:16][CH2:15][S:32]3(=[O:35])=[O:33])[CH2:12][CH2:11][CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 24437Sodium SulfiteHCID 70297m-Chloroperbenzoic acidHCID 19992149HCID 19992149, compound

Product 1

HCID 19992148HCID 19992148, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-phenylmethyl-11-oxo-7-thia-10-azaspiro[5.6]dodecane (2.5 g) in methylene chloride (80 ml) was added 80% m-chloroperbenzoic acid (3.8 g) at 0° C. After one hour, a saturated aqueous solution (50 ml) of sodium sulfite was added to the solution. The organic layer was washed with brine (50 ml), dried over magnesium sulfate and concentrated in vacuo. The residue was triturated with diethyl ether to give 1-phenylmethyl-11-oxo-7-thia-10-azaspiro[5.6]dodecane 7,7-dioxide (2.37 g).

Workup

  1. washThe organic layer was washed with brine (50 ml)
  2. dry with materialdried over magnesium sulfate
  3. concentrationconcentrated in vacuo
  4. customThe residue was triturated with diethyl ether

Sources & evidence

ORD record
ord-af247036f38b45c4960eb7089232b904
Source dataset
uspto-grants-1991_10
Patent number
US05057513

Reaction notes

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