Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium fluoride | HCID 25953 | — |
| Reactant | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Reactant | 3-(Tributylstannyl)-1-propanol | HCID 601049 | — |
| Reactant | HCID 69507735 | HCID 69507735 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 69507779 | HCID 69507779 | 22.6% |
Reaction Steps
To a dioxane (4 mL) solution of compound from Example 21C (710 mg, 2.3 mmol) was added Pd3(dba)2-CHCl3 (71 mg, 0.07 mmol, 3% equiv.) and CsF (760 mg, 5.1 mmol, 2.2 equiv.) under N2. P(tBu)3 (10% in hexanes, 0.42 mL, 0.14 mmol, 12% equiv) and 3-tributylstannyl-1-propanol (1.1 g, 3.2 mmol, 1.1 equiv.) were added sequentially. The mixture was flushed with N2 for 2 min and then heated to 100° C. in a sealed culture tube. The mixture was purified by flash column chromatography (50% ethyl acetate in hexanes) to provide the titled compound (150 mg, 22%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07169797B2 |
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| Source dataset | uspto-grants-2007_01 |
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| ORD ID | ord-38283b4157b64fccb394ca4e8b37c109 |
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| Source note | uspto-grants-2007_01 |
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