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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30531Generated: October 25, 2026

Hydrochloric Acid → 8-Amino-3,4-dihydro-1H-naphthalen-2-one

https://huagongshe.com/reaction/30531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
Reactant7-Ethoxy-5,8-dihydronaphthalen-1-amineHCID 23066996—
SolventTetrahydrofuranHCID 8028—
Product8-Amino-3,4-dihydro-1H-naphthalen-2-oneHCID 2306699378%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a stirred solution of 7-ethoxy-5,8-dihydronaphthalen-1-ylamine (1.07 g, 5.65 mmol) in tetrahydrofuran (30 mL) was added solution of aqueous 2N HCl (10 mL), and stirred at 40° C. for 1 hour. The mixture was neutralized with addition of sodium bicarbonate, and the product was extracted with ethyl acetate. The organic layer was washed with water, dried over Na2SO4, filtered, and concentrated under reduced pressure to afford 8-amino-3,4-dihydro-1H-naphthalen-2-one (0.71 g, 78% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07423175B2
Source datasetuspto-grants-2008_09
ORD IDord-61ab543b339a4ddfa2409d1072f93553
Source noteuspto-grants-2008_09