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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1380854Generated: November 3, 2026

Acetic Acid → 7,8-Dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepine

https://huagongshe.com/reaction/1380854

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium borohydrideHCID 4311764—
Reactant7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepin-2-oneHCID 11401769—
Solvent1,4-DioxaneHCID 31275—
Product7,8-Dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepineHCID 12923429—

Reaction Steps

A solution of glacial acetic acid (1.8 g) in dioxan (10 ml) is added to a suspension of 7,8-dimethoxy-1,3,4,5-tetrahydro-2-H-3-benzazepin-2-one (1.3 g, 6 mmol) and sodium borohydride (1.1 g, 3 mmol) in dioxan (20 ml). The resulting mixture is refluxed for 3 hours, evaporated and mixed with water. The mixture is extracted twice with methylene chloride, the extract is concentrated by evaporation and the residue is taken up in ether. After filtering, the ether is eliminated in vacuo. Yield: 1.1 g. Mp: 86°-89° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04584293
Source datasetuspto-grants-1986_04
ORD IDord-5236a1e9b152418fb3d3c2d5b175336e
Source noteuspto-grants-1986_04