HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium Carbonate → 8-Chloro-1-phenyl-1,2-dihydro[1,4]oxazino[2,3,4-jk]carbazol-7-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium Carbonate | HCID 11125 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | 8,8-dichloro-1-phenyl-1,2,9,10-tetrahydro[1,4]oxazino[2,3,4-jk]carbazol-7(8H)-one | HCID 12148629 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 8-Chloro-1-phenyl-1,2-dihydro[1,4]oxazino[2,3,4-jk]carbazol-7-ol | HCID 12148630 | 78.6% |
Reaction Conditions
| Temperature | 120 °C |
|---|
Reaction Steps
To a mixture of 8,8-dichloro-1-phenyl-1,2,9,10-tetrahydro[1,4]oxazino[2,3,4-jk]carbazol-7(8H)-one (0.4072 g, 1.09 mmol) in DMF (5 mL) is added lithium carbonate (0.242 g, 3.27 mmol) and lithium chloride (0.143 g, 3.39 mmol). The mixture is heated under an argon atmosphere at 120° C. for 1 h and then partitioned between water and CH2C2. The organic layer is washed twice with water (20 mL), dried over magnesium sulfate and concentrated. Column chromatography (50 g silica gel) using ethyl acetate/hexane (20/80) as eluent gave 0.2876 g (78%) of 8-chloro-1-phenyl-1,2-dihydro[1,4]oxazino[2,3,4-jk]carbazol-7-ol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06448397B1 |
| Source dataset | uspto-grants-2002_09 |
| ORD ID | ord-255d674711e24592809b4fc1722a8ba7 |
| Source note | uspto-grants-2002_09 |