Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Sulfite | HCID 24437 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | Methyl 7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate | HCID 20768638 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86688388 | HCID 86688388 | 85.5% |
Reaction Steps
To a four-necked flask having a capacity of 1000 mL and equipped with a stirrer, a dropping funnel, and a thermometer, 22.0 g of methyl 7-oxabicyclo[2.2.1]hept-2-ene-5-sulfonate and 450 g of methylene chloride were sequentially added, and the resultant mixture was cooled to 4° C. 22.9 g (0.17 mol) of m-chloroperbenzoic acid was slowly added to the flask under stirring so as to attain a temperature of 10° C. or lower. The resultant mixture was stirred at 5 to 7° C. for 4 hours, and then 100 g of saturated aqueous sodium sulfite solution was added to the mixture, followed by stirring for 30 minutes. The mixture was allowed to stand for liquid-liquid separation, and then washing was carried out thrice with 100 g of saturated aqueous sodium hydrogencarbonate solution. The resultant organic layer was concentrated under reduced pressure, to thereby obtain 20.2 g of methyl 2,3-epoxy-7-oxabicyclo[2.2.1]hept-2-ene-5-sulfonate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09152042B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-92e140ecffe14b5697dc5345357b4bee |
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| Source note | uspto-grants-2015_10 |
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