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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 585484Generated: October 26, 2026

1-Phenethylamine, (-)- → (4aS,8aR)-4-(3,4-Diethoxy-phenyl)-2-piperidin-4-yl-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one hydrochloride

https://huagongshe.com/reaction/585484

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Phenethylamine, (-)-HCID 75818—
Reactant(cis)-2-(3,4-Diethoxybenzoyl)-1,2,3,6-tetrahydrobenzoic acidHCID 10925192—
Reactant2,6-Dichloro-3-fluoroacetophenoneHCID 22311317—
SolventIsopropanolHCID 3776—
Product(4aS,8aR)-4-(3,4-Diethoxy-phenyl)-2-piperidin-4-yl-4a,5,8,8a-tetrahydro-2H-phthalazin-1-one hydrochlorideHCID 68877453—

Reaction Steps

Prepared from the salt of (S)-(−)-α-methylbenzylamine, (cis)-2-(3,4-diethoxybenzoyl)-1,2,3,6-tetrahydrobenzoic acid (compound P) and piperidin-4-yl-hydrazine dihydrochloride in 2-propanol as described for compound 5d. M. p. 248-250° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06933296B2
Source datasetuspto-grants-2005_08
ORD IDord-9955cfde85604f27bcee8f419b85b889
Source noteuspto-grants-2005_08