HuagongsheHuagongshe Chemistry Print Report · For research reference only
Anthracene → HCID 86696079, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Anthracene | HCID 8418 | — |
| Reactant | HCID 66874246 | HCID 66874246 | — |
| Reactant | sodium 2-methylpropan-2-olate | HCID 178418730 | — |
| Catalyst | Tris(1,1-dimethylethyl)phosphine | HCID 83681 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86696079 | HCID 86696079 | 82.3% |
Reaction Steps
Take 1.3 g of the carbazole from step (1c) above (0.005M) in glove box and add 2.3 g anthracene from step (a) above (0.005M). Add 0.05 g Pd2DBA3 (0.05 mM), 0.022 g P(t-Bu)3 (0.11 mM) and 0.55 g t-BuONa and dissolve all into 25 mL toluene. Upon addition of catalyst materials, there is a mild exotherm. Heat in glove box in mantle at 80 C. under nitrogen for 2 hr as a dark brown solution (thick). Cool and work up by basic-alumina chromatography eluting with DCM and collect dark yellow solution with bright purple/blue PL. Evap to a very dark oily solid. Wash with methanol to give a nice powdery yellow solid. Rinse recovered solid with methanol to give ˜1.8 g of yellow solid. The structure was confirmed by 1-H nmr spectroscopy.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09276217B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-ee93d13dce2e4a8294e1bb1d42170c21 |
| Source note | uspto-grants-2016_03 |