HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 8-Hydroxy-10,10-dimethyl-10H-11-oxa-4-aza-benzo[b]fluoren-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Pyridinium chloride | HCID 10176127 | — |
| Reactant | 8-Methoxy-10,10-dimethyl-10H-11-oxa-4-aza-benzo[b]fluoren-5-one | HCID 66834227 | — |
| Solvent | Water | HCID 962 | — |
| Product | 8-Hydroxy-10,10-dimethyl-10H-11-oxa-4-aza-benzo[b]fluoren-5-one | HCID 66835082 | 54.6% |
Reaction Conditions
| Temperature | 178 °C |
|---|
Reaction Steps
Mixture of 8-methoxy-10,10-dimethyl-10H-11-oxa-4-aza-benzo[b]fluoren-5-one (Compound GT15-4, 25 mg) and pyridine hydrochloric acid salt (492 mg) was stirred and heated at 178° C. overnight. The reaction mixture was cooled, and added with water. The mixture was neutralized with saturated aqueous solution of sodium bicarbonate and extracted with DCM. The organic layer was washed with saturated brine, and then concentrated under reduced pressure. The resulting residues were purified by silica gel column (DCM/MeOH) to obtain the title compound (13 mg, 54%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09126931B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-8590ae20e2d7476e80c47dbd6fbf7e2f |
| Source note | uspto-grants-2015_09 |