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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376625Generated: November 1, 2026

Hydrochloric Acid → (1S)-1-Amino-3-methyl-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one--hydrogen chloride (1/1)

https://huagongshe.com/reaction/2376625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHCID 131727233HCID 131727233—
SolventEthyl AcetateHCID 8857—
Product(1S)-1-Amino-3-methyl-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one--hydrogen chloride (1/1)HCID 4417838992.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

(S)-1-Amino-3-methyl-2,3,4,5-tetrahydro-1H-3-benzazepin-2-one (R)-mandelic acid salt (2.42 g, 7.06 mmol, 98.4% ee) was slurried in 25 mL ethyl acetate at ambient temperature. Concentrated aqueous hydrochloric acid (1.1 mL, about 11.2 mmol) was added and the mixture was heated to 50° C. with vigorous stirring for 3.5 hours. The slurry was cooled to ambient temperature and filtered, rinsed with the methyl t-butyl ether (about 10 mL) to give 1.48 g of the title compound (92.5% yield, 97.9% ee).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07468365B2
Source datasetuspto-grants-2008_12
ORD IDord-cee1598c20e747b885863a5f4e025e71
Source noteuspto-grants-2008_12