m-Chloroperbenzoic acid → HCID 53846628, compound

HRID 1741691Notes

Reaction equation

HRID 1741691 reaction equation
[Cl:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[S:8][CH2:9][C:10]([O:12][CH3:13])=[O:11].ClC1C=C(C=CC=1)C(OO)=[O:19]>C(Cl)Cl>[Cl:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[S:8]([CH2:9][C:10]([O:12][CH3:13])=[O:11])=[O:19]

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 54550984HCID 54550984, compound

Product 1

HCID 53846628HCID 53846628, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
5 °C

Procedure

Methyl [(2-chlorocyclohexyl)thio]acetate (2.5 g, 0.0112 mole) was added to methylene chloride (35 ml) and the mixture was cooled to 5° C. with an ice bath. 3-Chloroperoxybenzoic acid (85%, 2.3 g, 0.0112 mole) was added, and the reaction mixture was stirred at room temperature for 20 hours. The reaction mixture was cooled to 5° C. with an ice bath, and filtered. Solid sodium thiosulfate was added to the filtrate and the mixture was stirred for several minutes then filtered. The filtrate was dried over anhydrous magnesium sulfate. After filtering, the filtrate was concentrated in a rotary evaporator to give the product as a solid. The structure was supported by NMR.

Workup

  1. temperatureThe reaction mixture was cooled to 5° C. with an ice bath
  2. filtrationfiltered
  3. additionSolid sodium thiosulfate was added to the filtrate
  4. stirringthe mixture was stirred for several minutes
  5. filtrationthen filtered
  6. dry with materialThe filtrate was dried over anhydrous magnesium sulfate
  7. filtrationAfter filtering
  8. concentrationthe filtrate was concentrated in a rotary evaporator

Sources & evidence

ORD record
ord-a30fae9dda3d4377a2d109ac255b5911
Source dataset
uspto-grants-1994_08
Patent number
US05334616

Reaction notes

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