HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Methyl-7-(2-pyridyl)-1-indanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine, 2-(trimethylstannyl)- | HCID 11021057 | — |
| Reactant | 7-Bromo-2-methyl-2,3-dihydro-1H-inden-1-one | HCID 15869783 | — |
| Catalyst | trans-Bis(acetato)bis[2-[bis(2-methylphenyl)phosphino]benzyl]dipalladium(II) | HCID 11104995 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Methyl-7-(2-pyridyl)-1-indanone | HCID 22173032 | 90% |
Reaction Steps
16.9 g (75 mmol) of (2) and 20 g (90 mmol) of 2-trimethylstannylpyridine were placed in 165 ml of tetrahydrofuran in the reaction vessel, the mixture was degassed a number of times and saturated with argon. 350 mg (0.37 mmol) of trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium (II) were added and the reaction mixture was refluxed for 24 hours. After addition of 200 ml of water, the mixture was extracted 4 times with 150 ml each time of diethyl ether, the ether phase was washed with 100 ml of water and 100 ml of saturated sodium chloride solution and dried over magnesium sulfate. Removal of the solvent and drying for 24 hours at 0.1 mbar at 60° C. (removal of the trimethylstannyl bromide) gave 15.07 g of (24) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06492539B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-8d66c37cfec241e5b6e56889f22a500b |
| Source note | uspto-grants-2002_12 |