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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64419Generated: October 29, 2026

1H,2H,2AH,3H,4H,8BH-Naphtho[1,2-B]azet-2-one → methyl rac-(1S,2S)-1-amino-1,2,3,4-tetrahydronaphthalene-2-carboxylate hydrochloride

https://huagongshe.com/reaction/64419

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H,2H,2AH,3H,4H,8BH-Naphtho[1,2-B]azet-2-oneHCID 300286—
ReactantHydrochloride methanolHCID 21893726—
Productmethyl rac-(1S,2S)-1-amino-1,2,3,4-tetrahydronaphthalene-2-carboxylate hydrochlorideHCID 86713429—

Reaction Conditions

Temperature90 °C

Reaction Steps

To 2.36 g of 2a,3,4,8b-tetrahydronaphtho[1,2-b]azet-2(1H)-one was added 50 ml of a 10% hydrogen chloride/methanol solution, followed by stirring at 90° C. for 6 hours. After leaving to be cooled, the solvent was evaporated under reduced pressure. To the obtained residue were added methanol and diethyl ether, and the insoluble material was collected by filtration and dried to obtain 3.08 g of methyl rac-(1S,2S)-1-amino-1,2,3,4-tetrahydronaphthalene-2-carboxylate hydrochloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447090B2
Source datasetuspto-grants-2016_09
ORD IDord-8f1e3bd1cf164e369dba1efa3822e546
Source noteuspto-grants-2016_09