Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | HCID 21069730 | HCID 21069730 | — |
| Reactant | HCID 131726592 | HCID 131726592 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Product | HCID 68581748 | HCID 68581748 | 81% |
Reaction Steps
To a solution of compound 6.3 (1.25 g, 1.726 mmol) in 10 mL of anhydrous DMF was added Z-3-tributylstannylacrylate (1.1 mL, 2 eq.) (J. Am. Chem. Soc., 1993, 115, 1619), CuI (66 mg, 0.2 eq.) and PdCl2(PPh3)2 (121 mg, 0.1 eq.) at room temperature under the argon atmosphere. The reaction mixture was heated at 70° C. for 8 hr. Then the reaction mixture was cooled to room temperature and filtered through a celite pad. The filtrate was concentrated in vacuo to provide an orange-red oil as the crude product which was purified on a silica gel column with 10-30% THF in CH2Cl2 as eluent to give 995 mg 6.4 as yellow foam (yield 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07713941B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-e50b73de4c9a4e9ead76b77076f3c3af |
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| Source note | uspto-grants-2010_05 |
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