Chloroform → HCID 10921072, compound

HRID 2220787Notes

Reaction equation

HRID 2220787 reaction equation
[C:1]([O:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]=[CH2:10])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].C(Cl)(Cl)Cl.ClC1C=C(C=CC=1)C(OO)=[O:22]>O>[C:1]([O:4][C:5]1[CH:12]=[CH:11][C:8]([CH:9]2[O:22][CH2:10]2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6212ChloroformHCID 70297m-Chloroperbenzoic acidHCID 758214-Ethenylphenyl acetate

Product 1

HCID 10921072HCID 10921072, compoundYield 83.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

30 g of 4-acetoxy styrene and 1 L of chloroform were added into a 2 L reactor, and was stirred and cooled in iced water. 47 g of 3-chloroperoxybenzoicacid were added into the cooled solution, and the reaction was carried out at room temperature for 24 hours. After completion of the reaction, the 3-chlorobenzoicacid (by-product) was removed by filtering the product, and then the residual 3-chlorobenzoicacid was removed by washing 2 times with saturated sodium sulfite aqueous solution, 1 time with saturated sodium bicarbonate aqueous solution, 1 time with saturated sodium chloride aqueous solution, and 1 time with distilled water. Next, the product was dried with magnesium sulfate, and chloroform was removed under reduced pressure, and then the product was vacuum dried for 1 day to obtain 27.6 g of the pure 4-acetoxy styreneoxide.

Workup

  1. customAfter completion of the reaction
  2. customthe 3-chlorobenzoicacid (by-product) was removed
  3. filtrationby filtering the product
  4. customthe residual 3-chlorobenzoicacid was removed
  5. washby washing 2 times with saturated sodium sulfite aqueous solution, 1 time with saturated sodium bicarbonate aqueous solution, 1 time with saturated sodium chloride aqueous solution, and 1 time with distilled water
  6. dry with materialNext, the product was dried with magnesium sulfate, and chloroform
  7. customwas removed under reduced pressure
  8. customdried for 1 day

Sources & evidence

ORD record
ord-bd2db1b60b024ea392edcc4699afbc79
Source dataset
uspto-grants-2008_05
Patent number
US07368219B2

Reaction notes

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