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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 586997Generated: October 29, 2026

Water → HCID 69748346, compound

https://huagongshe.com/reaction/586997

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-FuraldehydeHCID 10351—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactantmethyl 7-[4-(2-butoxyethoxy)phenyl]-2,3-dihydro-1H-1-benzazepine-4-carboxylateHCID 22328987—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 69748346HCID 6974834685.9%

Reaction Steps

To a solution of methyl 7-(4-butoxyethoxyphenyl)-2,3-dihydro-1-benzazepine-4-carboxylate (300 mg) and 3-furaldehyde (365 mg) in 1,2-dichloroethane (10 ml) was added sodium triacetoxyborohydride (402 mg), and the mixture was stirred under nitrogen atmosphere at room temperature for 5 days. 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=1:1) to give methyl 7-(4-butoxyethoxyphenyl)-1-(3-furylmethyl)-2,3-dihydro-1-benzazepine-4-carboxylate (310 mg) as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06936602B1
Source datasetuspto-grants-2005_08
ORD IDord-f9d4a3a4c72144ad8315dcfd8dfeeaa7
Source noteuspto-grants-2005_08