HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → HCID 68513157, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 56670277 | HCID 56670277 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 68513157 | HCID 68513157 | — |
Reaction Steps
To a stirring solution of 4-(4,4-dimethyl-2-oxo-pyrrolidin-3-yloxy)-2-trifluoromethyl-benzonitrile (Product of Example 3, 250 mg, 0.84 mmol) in anhydrous THF (5 mL) was added NaH (40 mg, 1 mmol) under N2 at RT(room temperature). After stirring for 15 minutes, benzoyl chloride was added (0.14 mL, 1 mmol) as a solution in THF (1 mL). After stirring at RT overnight sat. NH4Cl (25 mL) and ethyl acetate (150 mL) were added. The separated organic phase was treated with brine and dried over MgSO4. The solution was then filtered, concentrated down, and purified by column chromatography (small Biotage silica gel column, 2:1 Hex/EA). Combined cleanest fractions to afford the desired product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07799823B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-eee5baf2bb9d4f8999ddeaad1122d71e |
| Source note | uspto-grants-2010_09 |