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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 928443Generated: October 28, 2026

Methanol → HCID 58081283, compound

https://huagongshe.com/reaction/928443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTolueneHCID 1140—
ReactantEthyl 2,5,7-trimethylquinoline-3-carboxylateHCID 17039663—
ReactantCID 86636910HCID 86636910—
SolventDichloromethaneHCID 6344—
ProductHCID 58081283HCID 58081283—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 2,5,7-trimethylquinoline-3-carboxylic acid ethyl ester (50 mg, 0.206 mmol) in DCM (1.7 ml) at −78° C. was added DIBAI-H 1M in Toluene (29.2 mg, 0.206 mmol). Reaction mixture was stirred 1 h at −78° C. Methanol (1 ml) was added to quench the reaction at −78° C. Mixture was then warmed up to 23° C. Sat. potassium/sodium tartrate solution (Rochelle's salt, 2 ml) was added and mixture was stirred 30 min at RT. Solid was filtered off and filtrate was extracted twice with DCM. Combined organic layer was washed with sat. NaHCO3 solution, brine, dried over sodium sulfate, filtered and evaporated to afford the title compound. HPLC (Method G) Rt=1.113 min, MS (Method V) [M+H]+=202.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290485B2
Source datasetuspto-grants-2016_03
ORD IDord-248cc8a96a504330bd71712345907167
Source noteuspto-grants-2016_03