Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Maleic Acid | HCID 444266 | — |
| Reactant | HCID 22396771 | HCID 22396771 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 69795345 | HCID 69795345 | — |
Reaction Steps
A mixture of tert-butyl 6-[2-(3-methoxyphenoxy)ethyl]-1,4,5,6-tetrahydroazepino[4,5-b]indole-3(2H)-carboxylate (0.447 g, 1.02 mmol) in methanolic hydrochloric acid was warmed in a 50° C. bath for 1.5 h. The mixture was evaporated, taken up in ethyl acetate, then washed with 1 N sodium hydroxide. The organic phase was dried and evaporated to provide an oil. The oil was diluted with methanol and a solution of maleic acid in methanol was added. Evaporation and crystallization of the residue from methanol, ethyl acetate, and hexanes, afforded 0.347 g of the title compound (mp=131-133° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06583135B2 |
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| Source dataset | uspto-grants-2003_06 |
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| ORD ID | ord-40c4229a86ba42a1a9b11420ed2618d8 |
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| Source note | uspto-grants-2003_06 |
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