m-Chloroperbenzoic acid → HCID 67276635, compound

HRID 1696689Notes

Reaction equation

HRID 1696689 reaction equation
ClC1C=CC=C(C(OO)=O)C=1.[CH3:12][C:13]1S[C:17]2[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=2[O:15][C:14]=1[C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=1.[S:30]([O-:33])(O)=[O:31].[Na+].C(=O)([O-])O.[Na+]>C(Cl)(Cl)Cl>[CH3:12][C:13]1[S:30](=[O:33])(=[O:31])[C:17]2[CH:19]=[CH:20][CH:21]=[CH:22][C:16]=2[O:15][C:14]=1[C:23]1[CH:24]=[CH:25][C:26]([OH:29])=[CH:27][CH:28]=1

Participants

6

Reactant 4

HCID 70297m-Chloroperbenzoic acidHCID 516892Sodium BicarbonateHCID 23665763Sodium BisulfiteHCID 59396727HCID 59396727, compound

Product 1

HCID 67276635HCID 67276635, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

M-chloroperbenzoic acid (content, 65% or more, 200 mg) was added to a chloroform (2 mL) solution of 4-(3-methyl-1,4-benzoxathiin-2-yl)phenol (100 mg, 0.39 mmol) synthesized in Reference Example 1-2, and stirred at room temperature for 90 minutes. Aqueous saturated sodium hydrogensulfite solution and aqueous saturated sodium hydrogencarbonate solution were added to the reaction solution, and stirred. The organic layer was collected, dried with magnesium sulfate, and concentrated under reduced pressure to obtain the entitled compound (106 mg, 94%).

Workup

  1. customsynthesized in Reference Example 1-2
  2. stirringstirred
  3. customThe organic layer was collected
  4. dry with materialdried with magnesium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0a935a653e5b4b56971467c619cce9f0
Source dataset
uspto-grants-2012_04
Patent number
US08163770B2

Reaction notes

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