Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Iodide Ion | HCID 30165 | — |
| Reactant | trans-N,N'-dimethyl-1,2-cyclohexanediamine | HCID 2733821 | — |
| Reactant | 5-(3-Bromophenyl)-5-methylmorpholin-3-one | HCID 58155305 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 68153646 | HCID 68153646 | — |
Reaction Steps
A mixture of (RS)-5-(3-bromo-phenyl)-5-methyl-morpholin-3-one (X-1) (2.0 g), cupper(I) iodide (72 mg), trans-N,N′-dimethyl-1,2-cyclohexandiamine (105 mg), and sodium iodide (2.22 g) in dioxane (20 ml) was heated at 110° C. over the weekend. The reaction mixture was evaporated at reduced pressure and the residue directly transferred to column chromatography on silica using a gradient of dichloromethane/methanol=100/0 to 75/25 as the eluent. The (RS)-5-(3-iodo-phenyl)-5-methyl-morpholin-3-one was obtained as a light green solid (2.26 g, 96% of theory). MS (ISP): m/z=318.2 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08399459B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-a93aa7fea35e41589b70f05f45a0df54 |
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| Source note | uspto-grants-2013_03 |
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