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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 586930Generated: October 30, 2026

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

https://huagongshe.com/reaction/586930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopropanecarboxaldehydeHCID 123114—
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 7-[4-(2-butoxyethoxy)phenyl]-1-cyclopropylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylateHCID 2232897099%

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 cyclopropanecarboaldehyde (0.3 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 7-[4-(2-butoxyethoxy)phenyl]-1-cyclopropylmethyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate (0.45 g) as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06936602B1
Source datasetuspto-grants-2005_08
ORD IDord-4b5ced4f82654a9d926f07edfae814d3
Source noteuspto-grants-2005_08