Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | L-Tartaric acid | HCID 444305 | — |
| Reactant | HCID 12230324 | HCID 12230324 | — |
| Reactant | 92059-86-4 | HCID 21938332 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 21938261 | HCID 21938261 | — |
Reaction Steps
A mixture of 5-methoxycarbonyl-2-methylindole (0.84 g), 2-chloro-4-phenylbenzyl bromide (2.0 g), L-tartaric acid (1.07 g), sodium hydroxide (0.37 g), sodium iodide (0.53 g), 1,4-dioxane (15 ml) and water (8 ml) is stirred at 90° C. for 4 hours. The reaction mixture is extracted with water and ethyl acetate added thereto, and the organic layer is washed with water, dried and concentrated. The resulting residue is purified through silica gel column chromatography (eluent: ethyl acetate/hexane=1/4 to 1/2), and crystallized from a mixed solution of hexane and ethyl acetate to obtain 3-(2-chloro-4-phenylbenzyl)-5-methoxycarbonyl-2-methylindole (144) (0.965).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06410584B1 |
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| Source dataset | uspto-grants-2002_06 |
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| ORD ID | ord-b8e0c3b709f34f3d95003571900fc85a |
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| Source note | uspto-grants-2002_06 |
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