HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethylsilylacetylene → 2-(5-Ethynylisochroman-1-yl)-4,5-dihydro-1H-imidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethylsilylacetylene | HCID 66111 | — |
| Reactant | 2-(5-bromoisochroman-1-yl)-4,5-dihydro-1H-imidazole | HCID 71766908 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2-(5-Ethynylisochroman-1-yl)-4,5-dihydro-1H-imidazole | HCID 71767206 | — |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
To a degassed solution of 2-(5-bromoisochroman-1-yl)-4,5-dihydro-1H-imidazole (300 mg) in Et3N (10 ml) and ethynyltrimethylsilane (210 mg) was added tetrakis(triphenylphosphine)-palladium (37 mg). The mixture was degassed with N2 and heated in a microwave oven for 60 min at 120° C. The reaction mixture was concentrated under vacuum and purified by separation method K. K2CO3 was added to the reaction crude (in MeOH) and the mixture was stirred 4 h at it. The title compound was isolated by a separation method G. (Yield 6.2 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249127B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-5de70b8108b442bf833bba75367ebcb6 |
| Source note | uspto-grants-2016_02 |