HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 71554884, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | HCID 90312925 | HCID 90312925 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71554884 | HCID 71554884 | 96.2% |
Reaction Steps
N-(3,5-bis(trifluoromethyl)phenyl)-5-chloro-2-methoxy-3-methylbenzamide (1 g, 2.43 mmol) prepared in step 1 was dissolved in CH2Cl2 (15 ml), to which boron tribromide (3.54 ml, 12.15 mmol) was added at −70° C., followed by stirring at room temperature for 3 hours. The mixture was dropped in 20 ml of cold ice water, followed by stirring for 30 more minutes. The mixture was cooled down at room temperature, to which aqueous sodium hydroxide was dropped 6˜7 drops. Extraction was performed with dichloromethane. The organic extract was mixed, dried over MgSO4, and concentrated under reduced pressure, followed by chromatography (ethylacetate:hexane=1:5) to give 930 mg of the target compound (yield: 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09266872B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-4ab3bc0c9cbf41878dd74c961cdb5298 |
| Source note | uspto-grants-2016_02 |