m-Chloroperbenzoic acid → HCID 21831345, compound

HRID 977621Notes

Reaction equation

HRID 977621 reaction equation
[F:1][CH2:2][C:3]1([CH2:23][F:24])[CH:8]=[CH:7][C:6]2[CH:9]=[C:10]([C:13]([F:22])([F:21])[C:14]([F:20])([F:19])[C:15]([F:18])([F:17])[F:16])[CH:11]=[CH:12][C:5]=2[O:4]1.ClC1C=CC=C(C(OO)=[O:33])C=1>C(Cl)Cl>[O:33]1[CH:7]2[CH:8]1[C:3]([CH2:2][F:1])([CH2:23][F:24])[O:4][C:5]1[CH:12]=[CH:11][C:10]([C:13]([F:22])([F:21])[C:14]([F:19])([F:20])[C:15]([F:16])([F:17])[F:18])=[CH:9][C:6]=12

Participants

4

Reactant 2

HCID 70297m-Chloroperbenzoic acidHCID 21831331HCID 21831331, compound

Product 1

HCID 21831345HCID 21831345, compoundYield 44.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 3.1 g of 2,2-bisfluoromethyl-6-heptafluoropropyl-2H-1-benzopyran, 4.20 g of m-chloroperbenzoic acid (70%) and 50 ml of methylene chloride was stirred at room temperature for 27 hours. After removal of the separated crystal by filtration, the filtrate was washed with saturated sodium hydrogen carbonate solution and saturated saline solution, and dried with sodium sulfate. The solvent was distilled off and the resultant residue was purified using silica gel column chromatography (developing solution, hexane:CH2Cl2 =5:1) to obtain 1.44 g of oily 3,4-epoxy-2,2-bisfluoromethyl-6-heptafluoropropyl-3,4-dihydro-2H-1-benzopyran represented by the following formula.

Workup

  1. customAfter removal of the separated crystal
  2. filtrationby filtration
  3. washthe filtrate was washed with saturated sodium hydrogen carbonate solution and saturated saline solution
  4. dry with materialdried with sodium sulfate
  5. distillationThe solvent was distilled off
  6. customthe resultant residue was purified

Sources & evidence

ORD record
ord-2841610a4a704893ba7515e1e92fd516
Source dataset
uspto-grants-1997_03
Patent number
US05614633

Reaction notes

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