Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | methyl 7-[4-(2-butoxyethoxy)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate | HCID 22328987 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22329013 | HCID 22329013 | — |
Reaction Steps
In THF (11.2 ml) was dissolved methyl 7-[4-(2-butoxyethoxy)phenyl]-2,3-dihydro-1-benzazepine-4-carboxylate (0.56 g). To the solution were added pyridine (0.17 ml) and ethyl chloroformate (0.18 ml, and the mixture was stirred at room temperature for 3 hours. To the mixture was added 4-dimethylaminopyridine (169 mg), and the mixture was stirred at room temperature for 2 hours. The reaction solution was added to water, and the mixture was extracted with ethyl acetate. 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=3/1) to give methyl 7-[4-(2-butoxyethoxy)phenyl]-1-(ethoxycarbonyl)-2,3-dihydro-1-benzazepine-4-carboxylate (580 mg).
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-8ad53524a5314fd4964abad49fed50e0 |
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| Source note | uspto-grants-2005_08 |
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