HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nitrogen → HCID 58251292, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Reactant | 1-Naphthaleneboronic acid | HCID 254532 | — |
| Reactant | HCID 58251291 | HCID 58251291 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58251292 | HCID 58251292 | — |
Reaction Steps
43.5 g (90 mmol) of diethyl 2-chloro-5-pyren-1-ylterephthalate, 21.5 g (120 mmol) of 1-naphthylboronic acid and 58.1 g of Cs2CO3 are initially introduced in 230 ml of dry dioxane, and the mixture is saturated with N2 for 30 min. 2.7 ml of a 1.0 M solution of tri-tert-butylphosphine in toluene, followed by 300 mg (1.3 mmol) of Pd(OAc)2, are then added. The mixture is heated at the boil for 4 h and extended with water and EtOH, and the precipitate is filtered off with suction, washed with water and EtOH and dried. The solid is recrystallised three times from dioxane and then has a purity of >99% according to 1H-NMR. The yield is 44.2 g (90%) of colourless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051233B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-085c4377077c48c1a2b5bdd16a225f72 |
| Source note | uspto-grants-2015_06 |