3-Butenylbenzene → 2-(2-Phenylethyl)oxirane

HRID 1060364Notes

Reaction equation

HRID 1060364 reaction equation
ClC1C=CC=C(C(OO)=[O:9])C=1.[C:12]1([CH2:18][CH2:19][CH:20]=[CH2:21])[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C(Cl)(Cl)Cl>[O:9]1[CH2:21][CH:20]1[CH2:19][CH2:18][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 130333-ButenylbenzeneHCID 70297m-Chloroperbenzoic acid

Product 1

HCID 1359552-(2-Phenylethyl)oxiraneYield 100%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of m-chloroperbenzoic acid (43.5 g, 151 mmol) in chloroform (250 ml) was treated with 4-phenyl-1-butene (20 g, 151 mmol). The reaction was stirred for 1 hour at room temperature and washed with sodium bicarbonate, sodium sulfite, and saturated sodium chloride. The solution was dried over sodium sulfate and evaporated to dryness to afford 3,4-epoxybutylbenzene (100%).

Workup

  1. washwashed with sodium bicarbonate, sodium sulfite, and saturated sodium chloride
  2. dry with materialThe solution was dried over sodium sulfate
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-3926077cc341484ca970c3bafff5fa27
Source dataset
uspto-grants-2003_02
Patent number
US06521667B1

Reaction notes

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