Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | HCID 178418473 | HCID 178418473 | — |
| Reactant | HCID 178455588 | HCID 178455588 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178449960 | HCID 178449960 | 100% |
Reaction Steps
To a cooled (0° C.) solution of (R,E)-N-((trans-4-(2-(benzyloxy)ethyl)cyclohexyl)methylene)-2-methylpropane-2-sulfinamide in DCM (65 mL) was added allylmagnesium chloride (2M in THF, 5.87 mL, 11.74 mmol) dropwise under N2. The resulting mixture was stirred at 0° C. for 1 h and quenched by addition of saturated NH4Cl solution, separated. The aqueous phase was extracted with EtOAc and combined organic phase were washed with brine, dried over Na2SO4. Purification by flash column chromatography (eluent: 20% EtOAc in hexanes) gave the product (2.57 g, 100%). LC/MC: 392.1 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912169B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-68e37080acc34114989196c24b85be46 |
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| Source note | uspto-grants-2014_12 |
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