HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 59364203, compound → HCID 59364223, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 59364203 | HCID 59364203 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59364223 | HCID 59364223 | 100.4% |
Reaction Steps
A solution of 222 (0.331 g, 0.748 mmol), crude 206 (0.42 g, 0.748 mmol), catalytic amount of CuI and tetrakis(triphenylphosphine)palladium in DMF (10 mL) was degassed with argon for 10 min (Scheme 16). The mixture was brought to 50° C. and stirred for 5 h. The solvent was removed in vacuo and the residue was purified by flash chromatography (20% ethyl acetate/hexane V:V) to yield 223 (0.22 g, 50%). 1H NMR (CDCl3): 2.36 (s, 3H), 2.38 (s, 3H), 7.26-7.33 (m, 5H), 7.43 (t, 1H. J=7.8), 7.56 (d, 1H, J=7.8), 7.80 (s, 1H), 7.84-7.87 (m, 4H), 7.92 (s, 1H), 8.11 (d, 1H, J=8.4), 8.17 (d, 1H, J=9.1), 8.28 (d, 1 H, J=9.0), 8.48 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362066B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-14895358ce7249d3a9bbbed5169bf178 |
| Source note | uspto-grants-2013_01 |