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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (R)-1,2-Epoxypropane | HCID 146261 | — |
| Reactant | 4-(4-Nitrophenoxy)quinolin-7-ol | HCID 136350299 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (R)-1-((4-(4-nitrophenoxy)quinolin-7-yl)oxy)propan-2-ol | HCID 68193961 | 29.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133162B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-dca25b11ee1d44b3983b5fc6da394755 |
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| Source note | uspto-grants-2015_09 |
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