m-Chloroperbenzoic acid → HCID 14538352, compound

HRID 2108273Notes

Reaction equation

HRID 2108273 reaction equation
[O:1]([C:8]1[N:13]=[C:12]([CH2:14][S:15][CH2:16][C:17]([F:31])([C:22]2[CH:27]=[CH:26][C:25]([O:28][CH2:29][CH3:30])=[CH:24][CH:23]=2)[C:18]([F:21])([F:20])[F:19])[CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC1C=CC=C(C(OO)=[O:40])C=1>ClCCl>[O:1]([C:8]1[N:13]=[C:12]([CH2:14][S:15]([CH2:16][C:17]([F:31])([C:22]2[CH:23]=[CH:24][C:25]([O:28][CH2:29][CH3:30])=[CH:26][CH:27]=2)[C:18]([F:21])([F:19])[F:20])=[O:40])[CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 14538192HCID 14538192, compound

Product 1

HCID 14538352HCID 14538352, compoundYield 91.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
-20 °C

Procedure

A solution of 1,1,1,2-tetrafluoro-2-(4-ethoxyphenyl)prop-3-yl 6-phenoxy-2-pyridylmethyl sulphide (0.1 g) in dichloromethane (7 cm3) was cooled to -30° C. and meta-chloroperbenzoic acid (0.078 g) was added. The solution was allowed to warm to -20° C., and was stirred at this temperature for 30 minutes. Silical gel (3 g) was added to the reaction mixture and the solvent was then evaporated under reduced pressure. The residue was applied to a silica gel column, and eluted with diethyl ether containing 30% petroleum ether. Evaporation of the major product containing fraction gave 1,1,1,2-tetrafluoro-2-(4-ethoxyphenyl)prop-3-yl 6-phenoxy-2-pyridylmethyl sulphoxide as a colourless oil (0.095 g).

Workup

  1. customthe solvent was then evaporated under reduced pressure
  2. washeluted with diethyl ether containing 30% petroleum ether
  3. customEvaporation of the major product
  4. additioncontaining fraction

Sources & evidence

ORD record
ord-1735b019f4e84ca691ea5473ca09424d
Source dataset
uspto-grants-1990_06
Patent number
US04937388

Reaction notes

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