Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Decanoyl chloride | HCID 66982 | — |
| Reactant | HCID 12041307 | HCID 12041307 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 12041308 | HCID 12041308 | 53.7% |
Reaction Steps
In a stream of nitrogen and at 0° C., 117 mg (1.04 mmol) of potassium t-butoxide was added to an anhydrous tetrahydrofuran (10 ml) solution containing 200 mg (0.52 mmol) of 3-benzyloxy-N-(2-sulfamoylphenyl)benzamide produced in Reference Example 1, and the mixture was stirred for 1 hour. Next, this solution was mixed with 0.16 ml (0.78 mmol) of decanoyl 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 in that order 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 150 mg (yield: 50.0%) 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-005bf164f63c4e1e83c916033a142513 |
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| Source note | uspto-grants-2003_04 |
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