Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Tert-Butyl hypochlorite | HCID 521297 | — |
| Reactant | 1-Diazonio-3-(3-methoxyphenyl)prop-1-en-2-olate | HCID 71338410 | — |
| Product | HCID 66724991 | HCID 66724991 | — |
Reaction Steps
Under an argon atmosphere, 1-diazo-3-(3-methoxyphenyl)propan-2-one (82) (501 mg, 2.63 mmol) was dissolved in anhydrous ethanol (5 mL) and cooled to −18° C. To this was added tert-butyl hypochlorite (300 μL, 2.65 mmol) and stirred for an hour at the same temperature. After concentrating under reduced pressure, the residue was purified by silica gel flash column chromatography (n-hexane/ethyl acetate=10/1) to give 1,1-diethoxy-3-(3-methoxyphenyl)propan-2-one (83) as a pale yellow oily substance (371 mg, 1.47 mmol, 55.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546568B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-879a724bf3894168bcec9b15139fb491 |
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| Source note | uspto-grants-2013_10 |
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