HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → HCID 70983093, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | HCID 70983319 | HCID 70983319 | — |
| Reactant | HCID 178418689 | HCID 178418689 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 70983093 | HCID 70983093 | 31% |
Reaction Steps
To a stirred solution of methyl 2-(6-fluoro-2-methylquinolin-7-yl)acetate (0.650 g, 2.79 mmol) in toluene (14 mL) was added dropwise a solution of MeMgBr in ether (3.0 M, 2.79 mL, 8.36 mmol) at 0° C. under nitrogen. The reaction mixture was stirred at ambient temperature for 2 hours. The reaction was 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 (1:2 hexanes/EtOAc) to give 1-(6-fluoro-2-methylquinolin-7-yl)-2-methylpropan-2-ol (0.202 g, 31%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889704B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-db830e1426d14f14b6aebf833b334dd0 |
| Source note | uspto-grants-2014_11 |