Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Bromononane | HCID 12742 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 18707192 | HCID 18707192 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18707224 | HCID 18707224 | 43.8% |
Reaction Steps
In 5 ml of dimethylformamide was dissolved 600 mg of 2-(3,4-diethoxyphenyl)-4-(3-carboxy-4-methoxymethoxyphenyl)thiazole. Thereto was added 56 mg of sodium hydride and 290 mg of 1-bromononane. The mixture was stirred at room temperature for 14 hours. The solvent was removed by distillation. To the residue were added 80 ml of dichloromethane and 30 ml of a 10% aqueous sodium hydroxide solution, and phase separation was conducted. The dichloromethane portion was washed with 20 ml of a saturated aqueous sodium chloride solution, dried and subjected to distillation to remove the solvent. The residue was subjected to silica gel column chromatography. There was obtained, from the dichloromethane layer, 340 mg of 2-(3,4-diethoxyphenyl)-4-(3-nonyloxycarbonyl-4-methoxymethoxyphenyl)thiazole as a colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06080764 |
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| Source dataset | uspto-grants-2000_06 |
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| ORD ID | ord-e74827cb15af42018213328fffadf8b4 |
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| Source note | uspto-grants-2000_06 |
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