Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | HCID 70984516 | HCID 70984516 | — |
| Reactant | HCID 178418689 | HCID 178418689 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 70984215 | HCID 70984215 | 90% |
Reaction Steps
To a stirred solution of methyl 2-methylquinoline-8-carboxylate (0.290 g, 1.44 mmol) in THF (1 mL) was added dropwise a solution of MeMgBr in ether (3.0 M, 1.44 mL, 4.32 mmol) at −15° C. under nitrogen. The reaction mixture was stirred at −15° C. for 30 minutes and then quenched by the addition of saturated aqueous NH4Cl solution. The reaction mixture was extracted with EtOAc. The combined organic layers were washed with brine, dried and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (1:1 hexanes/EtOAc) to give 2-(2-methylquinolin-8-yl)propan-2-ol (0.260 g, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08889704B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-384b1df824e74f038f2e553a279a9c1e |
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| Source note | uspto-grants-2014_11 |
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