Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | HCID 53650486 | HCID 53650486 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 53729649 | HCID 53729649 | 74% |
Reaction Steps
Under a current of argon, a solution of 300 mg of 5-[3-(4-chlorophenylthio)-1-propenyl]-2-methoxymethoxy nitrobenzene in 6 ml of methylene chloride and 283 mg of m-chloroperbenzoic acid added thereto as kept cooled with ice were stirred for eight hours. The reaction mixture was combined with water and extracted from ethyl acetate. The consequently separated organic layer was washed sequentially with a saturated aqueous sodium hydrogen carbonate solution and saturated saline solution in the order mentioned and then dried with anhydrous sodium sulfate. The residue from drying was concentrated under a vacuum and the concentrate was subjected to silica gel column chromatography. From the hexane-ethyl acetate (2:1 V/V) eluate, 240 mg of 5-[3-(4-chlorophenylsulfonyl)-1-propenyl]-2-methoxymethoxy nitrobenzene was obtained in the form of yellow crystals. The yield was 74%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05179105 |
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| Source dataset | uspto-grants-1993_01 |
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| ORD ID | ord-f4d6fdd99e084967b3ec4855317a3c51 |
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| Source note | uspto-grants-1993_01 |
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