m-Chloroperbenzoic acid → Benzoyl chloride, 3-chloro-

HRID 433556Notes

Reaction equation

HRID 433556 reaction equation
[Al].ClC1C=C(C=CC=1)C(OO)=O.[CH:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[C:15]([C:20]([Cl:22])=[O:21])[CH:14]=1.C1CCCCC1>>[CH:13]1[CH:18]=[C:17]([Cl:19])[CH:16]=[C:15]([C:20]([Cl:22])=[O:21])[CH:14]=1

Participants

4

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 5359268AluminumHCID 131723968HCID 131723968, compound

Product 1

HCID 69252Benzoyl chloride, 3-chloro-

Procedure

17.2 g of the double bonds-containing mCOC copolymer (containing 15 mol % ENB) obtained from Example 6 and 100 ml of cyclohexene were placed in a 300 ml Schlenk round-bottom bottle wrapped with aluminum foil, and then 1.72 g of 3-chloroperoxybenzoic acid was added to the mCOC/cyclohexane solution. The reaction was conducted in a dark room at room temperature for 2 hours. Then, the reaction mixture was washed with methanol repeatly, filtered, and dried under vacuum. From 1H NMR spectrum, it was observed that the chemical shift of the double bond (5.2 ppm) disappeared and the chemical shift of epoxy group at 3.0 ppm appeared.

Workup

  1. customwere placed in a 300 ml Schlenk
  2. washThen, the reaction mixture was washed with methanol repeatly
  3. filtrationfiltered
  4. customdried under vacuum

Sources & evidence

ORD record
ord-20d5b116a3df4ff8a99fb546e4bb2255
Source dataset
uspto-grants-2003_12
Patent number
US06667379B2

Reaction notes

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