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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277390Generated: November 1, 2026

Sodium Hydroxide → (R)-1-((4-(4-nitrophenoxy)quinolin-7-yl)oxy)propan-2-ol

https://huagongshe.com/reaction/2277390

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant(R)-1,2-EpoxypropaneHCID 146261—
Reactant4-(4-Nitrophenoxy)quinolin-7-olHCID 136350299—
SolventTetrahydrofuranHCID 8028—
Product(R)-1-((4-(4-nitrophenoxy)quinolin-7-yl)oxy)propan-2-olHCID 6819396129.9%

Reaction Conditions

Temperature30 °C

Reaction Steps

To a suspension of 4-(4-nitrophenoxy)quinolin-7-ol (10 g, 35.5 mmol) in THF (35 mL)/aq. NaOH (37.8 g, 7.4%) was added (R)-2-methyloxirane (10.3 g, 177.3 mmol). The reaction was stirred at 30° C. for 18 hours then concentrated in vacuo. The mixture was diluted with EtOAc (50 mL). The organic phase was separated and concentrated in vacuo. The residue was purified by a column chromatography on silica gel (EtOAc/PE=1:1) to furnish the title compound as a yellow solid (3.6 g, 29.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133162B2
Source datasetuspto-grants-2015_09
ORD IDord-dca25b11ee1d44b3983b5fc6da394755
Source noteuspto-grants-2015_09