Benzoyl Peroxide → HCID 131710968, compound

HRID 461421Notes

Reaction equation

HRID 461421 reaction equation
[C:1]1([CH:7]=[CH:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C1C(C(OO)=[O:23])=CC=CC=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)Cl>[C:1]1([CH:7]=[CH:8][CH2:9][C:10]23[O:23][CH:15]2[CH:14]=[CH:13][CH:12]=[CH:11]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 990341,1′-(1-Propene-1,3-diyl)bis[benzene]HCID 523077Perbenzoic acid

Product 1

HCID 131710968HCID 131710968, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

7.8 g of o-phenylallylbenzene was added to 120 ml of chloroform solution containing perbenzoic acid prepared from 25 g of benzoyl peroxide and the mixture was allowed to stand at about 5° C for 4 days. The resulting mixture was washed with sodium hydroxide solution, Mohr's salt solution, then water, and dried over anhydrous sodium sulfate. The solvent was evaporated and the residue was distilled under reduced pressure to obtain a fraction having a boiling point of 145° to 155° C/3 mmHg, which was chromatographed on a silica gel, eluted with chloroform, and there was obtained 6.0 g (yield 71%) of o-penylallylbenzene oxide as an oily substance.

Workup

  1. washThe resulting mixture was washed with sodium hydroxide solution, Mohr's salt solution
  2. dry with materialwater, and dried over anhydrous sodium sulfate
  3. customThe solvent was evaporated
  4. distillationthe residue was distilled under reduced pressure
  5. customto obtain a fraction
  6. customwas chromatographed on a silica gel
  7. washeluted with chloroform

Sources & evidence

ORD record
ord-8e79613bac814f02ae08303151e816e9
Source dataset
uspto-grants-1977_12
Patent number
US04062862

Reaction notes

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