Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 22328906 | HCID 22328906 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | HCID 22329219 | HCID 22329219 | 6.5% |
Reaction Steps
In toluene (4.8 ml)/2-methyl-2-propanol (0.48 ml) was dissolved tert-butyl 4-[4-bromo(2-ethoxyethyl)-2-formylanilino]butyrate (2.4 g). To the solution was added potassium tert-butoxide. (72 mg), the mixture was stirred at 100° C. for 1 hour and cooled to room temperature. The reaction solution was added to water, the mixture was extracted with ethyl acetate, and the extract was washed with saturated brine and dried with magnesium sulfate. The solvent was removed under reduced pressure, and the resulting residue was purified with silica gel column chromatography (hexane/ethyl acetate=6/1) to give tert-butyl 7-bromo-1-(2-ethoxyethyl)-2,3-dihydro-1-benzazepine-4-carboxylate (0.15 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06936602B1 |
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| Source dataset | uspto-grants-2005_08 |
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| ORD ID | ord-e2a9c8d1dce84b74b30b7fb0a149effc |
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| Source note | uspto-grants-2005_08 |
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