Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Solketal | HCID 7528 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | 2-Bromo-1-cyclopropylethan-1-one | HCID 10920841 | — |
| Product | HCID 90135527 | HCID 90135527 | — |
Reaction Steps
Charge a flask with (2,2-dimethyl-1,3-dioxolan-4-yl)methanol (10 g, 75.7 mmol), heat to 85° C. and add freshly cut sodium (465 mg, 20.23 mmol) Heat to 85° C. and stir for 1 hour. Add 2-bromo-1-cyclopropylethanone (3.0 g, 18.4 mmol) maintain the temperature at 85° C. and stir for 30 minutes. Filter and wash the solid with ACN (20 mL). Collect the filtrate and concentrate under reduced pressure. Purify via HPLC conditions Z to give the title compound as a colorless oil. (650 mg, 16.5%). MS (m/z): 215 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09416138B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-c41ba0d2504944a088f4b50a19ea9cb8 |
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| Source note | uspto-grants-2016_08 |
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