Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyltriphenylphosphonium iodide | HCID 638159 | — |
| Reactant | HCID 19808856 | HCID 19808856 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19808789 | HCID 19808789 | 87.1% |
Reaction Steps
150 mg of N-phenyl-1-formyl-6-methoxy-9-methoxymethylcarbazole-3,4-dicarboximide and 220 mg of methyltriphenylphosphonium iodide were dissolved in N,N-dimethylformamide. Thereto was added 20 mg of 60% sodium hydride with stirring under ice cooling. The resulting mixture was stirred at the same temperature for 30 minutes. To the reaction mixture were added 100 ml of ethyl acetate and 50 ml of water. The organic layer was separated, washed with 50 ml of water and an aqueous saturated sodium chloride solution in this order and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure. The residue was purified by column chromatography (eluant: benzene/ethyl acetate=50/1 to 20/1) to obtain 130 mg (yield: 87%) of N-phenyl-6-methoxy-9-methoxymethyl-1-vinylcarbazole-3,4-dicarboximide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05166204 |
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| Source dataset | uspto-grants-1992_11 |
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| ORD ID | ord-493d2bf5f99c4fa194095961c5f5458d |
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| Source note | uspto-grants-1992_11 |
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