HuagongsheHuagongshe Chemistry Print Report · For research reference only
Styrene → HCID 54311791, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Styrene | HCID 7501 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 7-Bromo-1-Chloroisoquinoline | HCID 6502024 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54311791 | HCID 54311791 | 63.5% |
Reaction Steps
A solution of 7-bromo-1-chloroisoquinoline (200 mg, 0.80 mmol), styrene (94 mg, 0.90 mmol), tri-o-tolylphosphine (30 mg, 12 mol %), palladium (II) acetate (Pd(OAc)2) (10 mg, 5 mol %) and triethylamine (0.34 mL, 2.5 mmol) in DMF (0.75 mL) were placed in a MOS-2000™ (650 W) microwave and irradiated at full power for 7×40s (reaction monitored by TLC). The mixture was poured into water and extracted with EtOAc. The combined organic layers were dried over MgSO4, evaporated in vacuo and the residue was purified by column chromatography upon silica gel using hexanes-EtOAc (100:0 to 95:5) as eluant to give 1-chloro-(2-phenylethen-1-yl)isoquinoline (135 mg, 0.508 mmol) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06248738B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-890a298efc2e4643bca521ffff002989 |
| Source note | uspto-grants-2001_06 |