m-Chloroperbenzoic acid → HCID 13770851, compound

HRID 1090149Notes

Reaction equation

HRID 1090149 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:22])([C:16]([CH3:21])([S:18]([CH3:20])=[O:19])[CH3:17])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.ClC1C=CC=C(C(OO)=[O:31])C=1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:22])([C:16]([CH3:17])([S:18]([CH3:20])(=[O:31])=[O:19])[CH3:21])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 13770848HCID 13770848, compound2×

Product 1

HCID 13770851HCID 13770851, compoundYield 33.2%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
5 °C

Procedure

To an ice-cold solution of 2-(2,4-dichlorophenyl)-3-methyl-3-methylsulfinyl-1-(1,2,4-triazol-1-yl)butan-2-ol (Compound 30b, 346 mg) in chloroform (50 ml) was added m-chloroperbenzoic acid (350 mg), and the mixture was stirred at 0 to 10° C. for 1 hour. The reaction mixture was washed with aqueous ammonia and water, dried over magnesium sulfate and evaporated in vacuo. The oily residue was chromatographed on silica gel, eluting with chloroform, to give 2-(2,4-dichlorophenyl)-3-methyl-3-methylsulfonyl-1-(1,2,4-triazol-1-yl)butan-2-ol (120 mg) as crystals. Yield, 31.7 m.p., 209-210° C.

Workup

  1. washThe reaction mixture was washed with aqueous ammonia and water
  2. dry with materialdried over magnesium sulfate
  3. customevaporated in vacuo
  4. customThe oily residue was chromatographed on silica gel
  5. washeluting with chloroform

Sources & evidence

ORD record
ord-72a245c1511744e09ec62c9956694102
Source dataset
uspto-grants-1992_01
Patent number
US05081139

Reaction notes

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