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
A four-neck flask having an internal capacity of 1,000 mL and fitted with a stirrer, a dropping funnel and a thermometer was charged sequentially with 22.0 g of methyl 7-oxabicyclo[2.2.1]hept-2-ene-5-sulfonate and 450 g of methylene chloride, the temperature was cooled to 4° C., and 22.9 g (0.17 mol) of m-chloroperbenzoic acid was added gradually to the flask under constant stirring so that the temperature did not exceed 10° C. Following stirring for 4 hours at 5 to 7° C., 100 g of a saturated aqueous solution of sodium sulfite was added, and the resulting mixture was stirred for 30 minutes. After standing and separating, the organic layer was washed three times with 100 g samples of saturated sodium hydrogen carbonate. The organic layer was then concentrated under reduced pressure, yielding 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 | US09170487B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-7b4550901d8c4587853a915cc013ee38 |
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| Source note | uspto-grants-2015_10 |
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