HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 1-Cyclopropyl-1-(4-fluorophenyl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Cyclopropyl-4-fluorophenyl ketone | HCID 53737258 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 1-Cyclopropyl-1-(4-fluorophenyl)ethanol | HCID 98104 | 89% |
Reaction Steps
To a solution of cyclopropyl-4-fluorophenyl ketone (523 mg, 3.19 mmol) in THF (10 mL) at 0° C. under N2 was added 3 M methyl magnesium bromide (1.7 mL, 5.1 mmol) in Et2O. After 90 minutes at 0° C., the reaction was quenched by addition of brine (10 mL) and diluted with Et2O (100 mL). The organic solution was washed with saturated NaHCO3 (100 mL) and brine (100 mL). Column purification (hexanes:EtOAc 9:1) yielded 1-cyclopropyl-1-(4-fluorophenyl)ethanol (512 mg, 89%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06713471B1 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-83ca91197072490fa4518362b94b5cc9 |
| Source note | uspto-grants-2004_03 |