HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 69746477, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Methoxybenzaldehyde | HCID 8658 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | methyl 7-[4-(2-butoxyethoxy)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate | HCID 22328987 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 69746477 | HCID 69746477 | 100% |
Reaction Steps
To a solution of methyl 7-(4-butoxyethoxyphenyl)-2,3-dihydro-1-benzazepine-4-carboxylate (300 mg) and 2-methoxybenzaldehyde (517 mg) in 1,2-dichloroethane (10 ml) was added sodium triacetoxyborohydride (724 mg), and the mixture was stirred under nitrogen atmosphere at room temperature overnight. Then, water was added to the mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried with magnesium sulfate. The solvent was evaporated under reduced pressure, and the resulting residue was purified with silica gel column chromatography (hexane:ethyl acetate=3:1) to give methyl 7-(4-butoxyethoxyphenyl)-1-(2-methoxybenzyl)-2,3-dihydro-1-benzazepine-4-carboxylate (391 mg) as yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06936602B1 |
| Source dataset | uspto-grants-2005_08 |
| ORD ID | ord-7c065ed892da43d7bb0f85a06ce6f2cb |
| Source note | uspto-grants-2005_08 |