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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 509341Generated: October 26, 2026

Tetrahydrofuran → 2-Oxo-1,2,4a,8a-tetrahydroquinoline-6-carboxylic Acid

https://huagongshe.com/reaction/509341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantMethyl 2-chloroquinoline-6-carboxylateHCID 56924381—
Product2-Oxo-1,2,4a,8a-tetrahydroquinoline-6-carboxylic AcidHCID 86687957—

Reaction Steps

A solution of methyl 2-chloroquinoline-6-carboxylate (60 mg, 0.271 mmol) in THF/5 N aqueous HCl (1:1, 2 mL) was heated to 60° C. in a heating block. LCMS shows major product 86% peak area corresponding to title compound with hydrolysis of methyl ester (m/z=189.9). The reaction was concentrated and used in the subsequent amide coupling steps without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096527B2
Source datasetuspto-grants-2015_08
ORD IDord-a07ea94a92a346e2945d3fde79b1e7f5
Source noteuspto-grants-2015_08