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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1195773Generated: November 1, 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/1195773

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 numberUS05112829
Source datasetuspto-grants-1992_05
ORD IDord-384f3c71a0b3464e9b350e2a37cfb1a6
Source noteuspto-grants-1992_05