Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892417Generated: October 28, 2026

Water → HCID 58190515, compound

https://huagongshe.com/reaction/1892417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant6-Quinolinecarboxylic acid, 3-bromo-, methyl esterHCID 56636124—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58190515HCID 5819051543.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred solution of methyl 3-bromo-quinoline-6-carboxylate (1.09 g, 4 mmol) in THF (50 mL) at 0° C. was added LiAlH4 (0.155 g, 4 mmol) in small portions. The resulting mixture was stirred at 0° C. for 0.5 h. Water (0.2 mL) was added dropwise, followed by 0.2 mL of 10% aq. NaOH and 0.2 mL of water. The solid was removed and the solvent was concentrated in vacuo. The residue was purified by flash chromatography on silica gel eluting with EtOAc/hexane gradient to afford the title compound (413 mg, 42%). LCMS (method A): [MH]+=238/240, tR=4.453 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507676B2
Source datasetuspto-grants-2013_08
ORD IDord-bb810b7c0c784ea1b8c4f3055e9039df
Source noteuspto-grants-2013_08