Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phosphine | HCID 24404 | — |
| Reactant | Chlorodiphenylphosphine | HCID 66180 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Reactant | HCID 178424804 | HCID 178424804 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 178424811 | HCID 178424811 | 56.5% |
Reaction Steps
N1-(2,6-dimethylphenyl)benzamidine (3.36 g, 15.0 mmol) was dissolved in 50 mL of diethylether and cooled to 0° C. Butyllithium (7.50 mL of 2.0 M solution in diethylether, 15.0 mmol) was added dropwise, producing a fluffy white suspended solid. The slurry was warmed to room temperature and stirred for 2 hours. Chlorodiphenylphosphine (2.69 mL, 15.0 mmol) was added slowly at room temperature. The suspended solid became finer and denser and the solution became slightly yellow upon complete addition of the phosphine. Stirring was continued for 1 hour. The solution was filtered to remove a small amount of white solid, presumably lithium chloride, and the solvent was removed in vacuo. The yellow foamy residue was suspended in 50 mL of pentane and stirred for 3 hours. Filtration and drying afforded 3.46 g (56%) of off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09283555B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-cabcf76d0b7c468783ca310ff578e6d1 |
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| Source note | uspto-grants-2016_03 |
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