HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Fluoride → HCID 59691757, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 4-Formylphenylboronic Acid | HCID 591073 | — |
| Reactant | HCID 62608744 | HCID 62608744 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Catalyst | 2-(Dicyclohexylphosphino)biphenyl | HCID 2734216 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59691757 | HCID 59691757 | 73.9% |
Reaction Steps
To a solution of 1-bromo-3-(1-hydroxyhept-1-yl)benzene (1.00 g, 3.70 mmol, from Step A), 4-formylphenylboronic acid (0.83 g, 5.55 mmol) and potassium fluoride (0.65 g, 11.10 mmol) in tetrahydrofuran (10 mL) was added palladium(II) acetate (0.016 g, 0.071 mmol) and 2-(dicyclohexylphosphino)biphenyl (0.052 g, 0.148 mmol). After stirring for 24 h at rt, the reaction was diluted with ethyl acetate (50 mL), washed with water (50 mL), sat'd sodium chloride (50 mL), dried over magnesium sulfate and concentrated in vacuo. Silica gel chromatography eluting with 25% ethyl acetate/hexanes gave 0.81 g of product as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07351725B2 |
| Source dataset | uspto-grants-2008_04 |
| ORD ID | ord-808bc7445d83410f8c2b7ae0985ee0fd |
| Source note | uspto-grants-2008_04 |