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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 981929Generated: October 30, 2026

Ammonium Chloride → 1,3,9,10,11,12-Hexahydro-3-methyl-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one

https://huagongshe.com/reaction/981929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantMethyl alpha-[(9-amino-1,2,3,4-tetrahydroacridin-8-yl)oxy]propionate hydrateHCID 67756055—
SolventTetrahydrofuranHCID 8028—
Product1,3,9,10,11,12-Hexahydro-3-methyl-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-oneHCID 5415662093%

Reaction Steps

To a solution of the methyl α-[(9-amino-1,2,3,4-tetrahydroacridin-8-yl)oxy]propionate hydrate (3.7 g) in dry tetrahydrofuran (65 ml) was added potassium t-butoxide (1.62 g). The reaction mixture was stirred at room temperature for one hr, saturated ammonium chloride solution (18.2 ml) was added, and stirring was continued for one hr. The mixture was concentrated. The solution was cooled, the solid was collected, washed with water, and dried to yield 2.90 g (90%) of product, mp 200° C. (dec).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04994452
Source datasetuspto-grants-1991_02
ORD IDord-16da12d9adf34164ad4d62a306f6b690
Source noteuspto-grants-1991_02