HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 1-(4-Fluoro-3-methoxyphenyl)ethan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 4-Fluoro-3-methoxybenzaldehyde | HCID 2737358 | — |
| Reactant | HCID 178418332 | HCID 178418332 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(4-Fluoro-3-methoxyphenyl)ethan-1-ol | HCID 24721520 | — |
Reaction Steps
Methyl magnesium chloride (3 M tetrahydrofuran solution, 7.8 mL) was added to a solution of 4-fluoro-3-methoxybenzaldehyde (3 g) in THF (200 mL) while cooling with ice, and the reaction solution was stirred for 2 hours while cooling with ice. A saturated aqueous solution of ammonium chloride and ethyl acetate were added to the reaction solution and the organic layer was partitioned. The resulting organic layer was dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (Carrier: Chromatorex™ NH, elution solvent:heptane-ethyl acetate system) to obtain 2.65 g of the title compound. The physical properties of the compound are as follows.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07667041B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-a8f4b0c274454b47a0566162da83cc2c |
| Source note | uspto-grants-2010_02 |