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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393563Generated: October 29, 2026

Potassium Carbonate → 7-Hydroxy-2,3,4,5-tetrahydro-1H-2-benzazepin-1-one

https://huagongshe.com/reaction/393563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantSodium AzideHCID 33557—
Reactant6-Hydroxy-3,4-dihydro-1(2H)-naphthalenoneHCID 4679494—
SolventMethanesulfonic AcidHCID 6395—
Product7-Hydroxy-2,3,4,5-tetrahydro-1H-2-benzazepin-1-oneHCID 10725983—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 6-hydroxy-1-tetralone (6.5 g) in methanesulfonic acid (140 ml) was added sodium azide (3.4 g) under cooling with ice and the mixture was stirred for 30 minutes at 0° C. and for 15 hours at room temperature. The reaction mixture was poured into ice-water and thereto was added potassium carbonate to alkalify and was extracted with methylene chloride. The organic layer was washed with water, a saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride successively, dried over anhydrous magnesium sulfate and was concentrated to give the title compound having the following physical data as a crude product. The crude product was used in the next reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809092B2
Source datasetuspto-grants-2004_10
ORD IDord-04c783680bae4c01a46900ca440458c2
Source noteuspto-grants-2004_10