HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Fluoride → 5-(4-Benzyloxyphenyl)-6-methyl-1-indanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 4-Benzyloxy-phenylboronic acid | HCID 2734314 | — |
| Reactant | 5-(Trifluoromethanesulfonyloxy)-6-methyl-1-indanone | HCID 21100038 | — |
| Catalyst | Tricyclohexylphosphine | HCID 75806 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-(4-Benzyloxyphenyl)-6-methyl-1-indanone | HCID 21100031 | 119.4% |
Reaction Steps
A solution of 5-(trifluoromethanesulfonyloxy)-6-methyl-1-indanone 0.15 g, 0.51 mmol, from Step A), 4-benzyloxyphenyl boronic acid (0.17 g, 0.77 mmol), palladium acetate (5.7 mg, 0.025 mmol), tricyclohexylphosphine (8.6 mg, 0.030 mmol) and potassium fluoride (0.098 g, 1.68 mmol) in tetrahydrofuran (2.5 mL) was stirred at rt. After 5 min, the reaction was loaded onto silica gel and the product eluted with 25% ethyl acetate/hexanes to give a yellow solid (0.20 g): ESI-MS 329.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07220734B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-c9683a6b9efb47d3b02a102f16de8109 |
| Source note | uspto-grants-2007_05 |