HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 54068193, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ethyl 4-iodobenzoate | HCID 142891 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 5-Amino-7-tert-butyl-2,3-dihydro-3,3-dimethylbenzofuran | HCID 10680406 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 54068193 | HCID 54068193 | 86.8% |
Reaction Steps
Following general procedure E and using 5-amino-7-t-butyl-3,3-dimethyl-2,3-dihydrobenzofuran (Compound 14, 0.14 g, 0.47 mmol), ethyl-4-iodo-benzoate (0.0.13 g, 0.57 mmol), cesium carbonate (0.22 g, 0.66 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.020 g, 0.021 mmol) and (S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.040 g, 0.064 mmol) in 4 mL of anhydrous toluene, the title compound (0.15 g, 86%) was obtained. 1H NMR (300 MHz, CDCl3): δ 7.92 (d, 2H, J=8.8 Hz), 6.91(d, 1H, J=2.2 Hz), 6.84(d, 1H, J=2.2 Hz), 6.82(d, 1H, J=8.7 Hz), 6.04 (br s, 1H), 4.34 (q, 2H, J=7.1 Hz), 4.26 (s, 2H), 1.36 (s, 9H), 1.33 (s, 6H), 1.29-1.34(buried t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06093838 |
| Source dataset | uspto-grants-2000_07 |
| ORD ID | ord-3808850dd69242a29b04dcc28a860e0a |
| Source note | uspto-grants-2000_07 |