HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-(3,6-Dihydro-2H-pyran-4-yl)-3-(1-hydroxyethyl)-1H-isochromen-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3,6-Dihydro-2H-pyran-4-boronic acid pinacol ester | HCID 11218053 | — |
| Reactant | 4-Bromo-3-(1-hydroxyethyl)-1H-isochromen-1-one | HCID 118131255 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 4-(3,6-Dihydro-2H-pyran-4-yl)-3-(1-hydroxyethyl)-1H-isochromen-1-one | HCID 118131069 | 26% |
Reaction Steps
The title compound was made in a similar way as that of the intermediate B1 using 4-bromo-3-(1-hydroxyethyl)-1H-isochromen-1-one (intermediate A2, 0.50 g, 1.86 mmol), 2-(3,6-dihydro-2H-pyran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (0.51 g, 2.42 mmol), Pd(PPh3)4 (0.11 g, 0.093 mmol) and Cs2CO3 (0.30 mg, 0.93 mmol) to afford the title compound (0.13 g, 26%) as a orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321776B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-d86e868007f9468eb260da383d70d053 |
| Source note | uspto-grants-2016_04 |