m-Chloroperbenzoic acid → HCID 67096450, compound

HRID 2075963Notes

Reaction equation

HRID 2075963 reaction equation
[CH2:1]([O:8][C:9]1[C:14]([O:15][CH3:16])=[CH:13][C:12]([C:17]2[N:21]=[C:20]([CH3:22])[O:19][N:18]=2)=[C:11](SC)[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:26]1C=CC=C(C(OO)=O)C=1.[S:36]([O-:39])(O)=[O:37].[Na+]>C(Cl)Cl>[CH2:1]([O:8][C:9]1[C:14]([O:15][CH3:16])=[CH:13][C:12]([C:17]2[N:21]=[C:20]([CH3:22])[O:19][N:18]=2)=[C:11]([S:36]([CH3:26])(=[O:39])=[O:37])[CH:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 23665763Sodium BisulfiteHCID 67096434HCID 67096434, compound

Product 1

HCID 67096450HCID 67096450, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A mixture of 3-(4-benzyloxy-5-methoxy-2-methylsulfanyl-phenyl)-5-methyl-[1,2,4]oxadiazole, m-chloroperbenzoic acid (60%, 1.43 g) and methylene chloride (30 mL) was stirred overnight. An aqueous solution of sodium hydrogen sulfite and methylene chloride were added to the mixture. The separated organic layer was washed with a 2 mol/L aqueous solution of sodium hydroxide and brine successively, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give 3-(4-benzyloxy-2-methanesulfonyl-5-methoxyphenyl)-5-methyl-[1,2,4]oxa-diazole.

Workup

  1. washThe separated organic layer was washed with a 2 mol/L aqueous solution of sodium hydroxide and brine successively
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e7d40259bf8547d2861bdec61d3a039b
Source dataset
uspto-grants-2011_04
Patent number
US07923462B2

Reaction notes

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