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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 597199Generated: October 30, 2026

Ammonium Acetate → l-Ethyl 6,7-dimethoxy-3-aminomethylene-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylate

https://huagongshe.com/reaction/597199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium AcetateHCID 517165—
ReactantRacemic Ethyl 6,7-Dimethoxy-3-hydroxymethylene-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylateHCID 70638946—
SolventChloroformHCID 6212—
Productl-Ethyl 6,7-dimethoxy-3-aminomethylene-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylateHCID 5367300446%

Reaction Steps

The less polar diasteriomer from the reaction of racemic ethyl 6,7-dimethoxy-3-hydroxymethylene-2-methyl-4-oxo-1,2,3,4-tetrahydroquinoline-1-carboxylate with d-1-(1-naphthyl)ethylamine (see Example 18) was treated with ammonium acetate, according to the procedure of Example 19. This afforded a 46% yield of the title compound, m.p. 92°-95° C., [α]D25 = -91.52° (0.2% in CHCl3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04013662
Source datasetuspto-grants-1977_03
ORD IDord-396ae1dd621e46e78428ade72588a36f
Source noteuspto-grants-1977_03