HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 9816245, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | 2,4-Difluoro-N-(2-hydroxy-1,1-dimethylethyl)benzamide | HCID 9837497 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 9816245 | HCID 9816245 | 60% |
Reaction Steps
A solution of 2M trimethylsilyldiazomethane in hexane (3.9 ml, 7.8 mmol) was added dropwise to a solution of N-(2-hydroxy-1,1-dimethylethyl)-2,4-difluorobenzamide obtained in Example 27 (0.59 g, 2.6 mmol) and boron trifluoride diethyl etherate (43 mg, 0.3 mmol) in methylene chloride (6 ml), and stirred at room temperature overnight. To the reaction mixture was added 1N hydrochloric acid (5 ml) dropwise, and the resulting mixture was concentrated and extracted with ethyl acetate. The extract was washed with brine, dried over MgSO4 and concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1) to give the title compound (0.38 g; 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06936736B2 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-413f782ed76844fab623d71d3329d40d |
| Source note | uspto-grants-2005_08 |