Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 12041307 | HCID 12041307 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 12041305 | HCID 12041305 | 65.1% |
Reaction Steps
In a stream of nitrogen and under ice-cooling, 88 mg (0.78 mmol) of potassium t-butoxide was added to an anhydrous tetrahydrofuran (10 ml) solution containing 300 mg (0.78 mmol) of 2-(3-benzyloxybenzamido)benzenesulfonamide produced in Reference Example 1, and the mixture was stirred for 1 hour. This solution was mixed with 111 mg (0.78 mmol) of benzoyl chloride and stirred at room temperature for 3 hours. After completion of the reaction, this was neutralized by adding an ammonium chloride aqueous solution and then the solvent was evaporated. The resulting residue was extracted with ethyl acetate, washed with water and saturated brine and dried over anhydrous sodium sulfate, and then the solvent was evaporated under a reduced pressure. The resulting residue was purified by a silica gel column chromatography to obtain 247 mg (yield: 65%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06555584B1 |
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| Source dataset | uspto-grants-2003_04 |
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| ORD ID | ord-01414ce659394693a98e21671c618fcf |
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| Source note | uspto-grants-2003_04 |
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