HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → [2-(4-Fluorobenzyl)phenyl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(4-Fluorobenzyl)benzoic acid | HCID 11736359 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | [2-(4-Fluorobenzyl)phenyl]methanol | HCID 23001227 | — |
Reaction Conditions
| Temperature | 2.5 °C |
|---|
Reaction Steps
In an inertized flask containing 2-(4-fluoro-benzyl)-benzoic acid (1 eq.), toluene (0.8 L/mol) is added and the vessel is cooled down to 0-5° C. Sodium dihydro-bis(2-methoxyethoxy)aluminate (“RedAl”) (1 M in toluene, 2.3 eq.) is added dropwise and the reaction mixture is stirred at 5° C. during 16 hours. Acetone (3 eq.) is added dropwise at 5° C. and the mixture is stirred during 15 minutes. The temperature is allowed to rise to 25° C. A sodium hydroxide solution (5 eq.) is added and the mixture is stirred vigorously during 20 minutes. The organic layer is separated and washed again with a slightly acidic aqueous solution. The organic layer is filtered over Dicalite and used further in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07470809B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-e3c6c407d78a4d049ce29d8a54e17971 |
| Source note | uspto-grants-2008_12 |