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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 586926Generated: October 25, 2026

Benzaldehyde → methyl 1-benzyl-7-[4-(2-butoxyethoxy)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate

https://huagongshe.com/reaction/586926

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactantmethyl 7-[4-(2-butoxyethoxy)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylateHCID 22328987—
Solvent1,2-DichloroethaneHCID 11—
SolventWaterHCID 962—
Productmethyl 1-benzyl-7-[4-(2-butoxyethoxy)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylateHCID 2232909999.8%

Reaction Steps

In 1,2-dichloroethane (7 ml) were dissolved methyl 7-[4-(2-butoxyethoxy)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate (0.4 g) and benzaldehyde (0.43 g). To the solution was added sodium triacetoxyborohydride (0.43 g), and the mixture was stirred under nitrogen atmosphere at room temperature overnight, poured into water, neutralized with sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried with anhydrous magnesium sulfate. The solvent was evaporated to give methyl 1-benzyl-7-[4-(2-butoxyethoxy)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylate (0.49 g) as oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06936602B1
Source datasetuspto-grants-2005_08
ORD IDord-2f57faa2394c4773ac2d9588b2bf7368
Source noteuspto-grants-2005_08