HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dibenzothiophene → HCID 66663716, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dibenzothiophene | HCID 3023 | — |
| Reactant | HCID 57353967 | HCID 57353967 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66663716 | HCID 66663716 | 65.9% |
Reaction Steps
Dibenzothiophene (9.21 g, 50 mmol) was dissolved in 100 ml of dry THF and solution was cooled to −50° C. n-BuLi (1.6 molar solution in hexanes, 40 ml, 64 mmol) was added dropwise. The reaction mixture was warmed to room temperature, stirred for 4 hours and cooled to −30° C. Dibenzofluorenone (9.0 g, 50 mmol) in 70 ml THF was added dropwise, reaction mixture was allowed to warm to room temperature and stirred overnight. The reaction mixture was diluted with ethyl acetate (75 ml), washed with brine 3 times, dried over MgSO4, filtered and evaporated. The solid residue was purified by column chromatography on silica (hexane/ethyl acetate 7/3) providing 12.0 g of 9-(dibenzo[b,d]thiophen-4-yl)-9H-fluoren-9-ol as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08007927B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-3f4b01b876f74e719c3d099dbc0ee800 |
| Source note | uspto-grants-2011_08 |