HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 67515608, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Allyltributylstannane | HCID 90628 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | HCID 67517345 | HCID 67517345 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67515608 | HCID 67515608 | — |
Reaction Steps
To a flask charged with 6-Bromo-5-methyl-3,4-dihydro-1H-isochromen-1-one (100 mg, 0.42 mmol), Allyl Tri-n-butyltin (165 mg, 0.50 mmol), Palladium Tetrakis (48 mg, 0.041 mmol), and Lithium Chloride (35 mg, 0.83 mmol) was added Toluene (5 ml). The mixture was sealed with a condenser and purged three times with N2. The mixture was then heated to reflux for 6 hours. TLC and LC showed complete reaction. The reaction was diluted with EtOAc (50 mL), washed with brine, dried over sodium sulfate, adsorbed onto silica, and purified by MPLC (Hex/EtOAc gradient) to furnish the product. LC-MS (IE, m/z): 203 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09056859B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-f27c58c7754f4319a4a11799f52d97c7 |
| Source note | uspto-grants-2015_06 |