Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Iodotoluene | HCID 12207 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 101672200 | HCID 101672200 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 102137475 | HCID 102137475 | — |
Reaction Steps
0.343 g (0.49 mmol) of palladium catalyst (Ph3P)2PdCl2, 2.129 g (9.8 mmol) of p-iodotoluene, 6.8 ml (49 mmol) of triethylamine, 30 ml of dioxane and 3 ml (19.5 mmol) of diisopropylaminoborane were introduced into a 250 ml Schlenk vessel dried beforehand under argon. The Schlenk vessel was subsequently equipped with a reflux condenser connected at the top to a bubbler. The reaction mixture was stirred magnetically and heated at 70° C. for 15 h. The reaction mixture was subsequently allowed to return, under argon, to ambient temperature. The solvent and the excess reactants were evaporated under the vacuum of a vane pump. The residue obtained was taken up in anhydrous ether and then filtered under argon through dry Celite® 545. The filtrate was again evaporated and the residue was distilled in a Kügelrohr distillation apparatus (T=30–35° C.) under a vacuum of 0.01 mmHg. 1.694 g (Yd=85%) of a colorless oil were isolated. The spectroscopic characteristics are as follows:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07179940B2 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-dafb14074f9b43cba8ffb24a4a15f7e9 |
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| Source note | uspto-grants-2007_02 |
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