m-Chloroperbenzoic acid → 2-(2-Phenylethyl)oxirane

HRID 1960973

Reaction equation

HRID 1960973 reaction equation
ClC1C=C(C(OO)=[O:9])C=CC=1.[CH:12]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)=[CH:13][CH2:14][CH3:15].C([O-])(O)=O.[Na+]>C(Cl)Cl>[C:16]1([CH2:12][CH2:13][CH:14]2[CH2:15][O:9]2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 70297m-Chloroperbenzoic acidHCID 1230881-Phenyl-1-buteneHCID 516892Sodium Bicarbonate

Product 1

HCID 1359552-(2-Phenylethyl)oxirane

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

3-chlorobenzenecarboperoxoic acid (12.1 g, 54.0 mmol) is added in one portion to a solution of 3-buten-1-ylbenzene (7.15 g, 54.1 mmol) in CH2Cl2 at 0° C. followed by warming to 25° C. overnight. Saturated NaHCO3 was added and the mixture separated and the resulting clear oil (8.0 g, quant.) was carried forward without further purification: LC-MS (ES) m/z=149 (M+H)+.

Workup

  1. customthe mixture separated
  2. customthe resulting clear oil (8.0 g, quant.) was carried forward without further purification

Sources & evidence

ORD record
ord-4c18e56d8a4f487f8012f2a8b3b4b95b
Source dataset
uspto-grants-2013_04
Patent number
US08410158B2

Linked notes

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