Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (RS)-1,1,1-trifluoro-2-(4-ethoxyphenyl)propan-3-ol | HCID 10681171 | — |
| Reactant | 4-(Bromomethyl)-1-fluoro-2-phenoxybenzene | HCID 12922714 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 14053992 | HCID 14053992 | 63.7% |
Reaction Steps
Under a nitrogen atmosphere, 113 mg of sodium hydride (60% oil dispersion) was added to 20 ml of dry DMF. A solution of 0.60 g of 2-(4-ethoxyphenyl)-3,3,3-trifluoropropanol and 0.65 g of 4-fluoro-3-phenoxybenzyl bromide in 5 ml of dry DMF was then added at room temperature, and the reaction solution was stirred at that temperature for 15 hours. Thereafter, the reaction mixture was poured into dilute HCl-ice water and extracted twice with diethyl ether. The ether layers were combined, washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was removed under a reduced pressure, and the residue was subjected to column chromatography on silica gel [eluted with n-hexane/ethyl acetate (25:1) mixture] to obtain 0.64 g of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04840971 |
|---|
| Source dataset | uspto-grants-1989_06 |
|---|
| ORD ID | ord-6aa3e74e16ea4852bf57ea81a5f603e9 |
|---|
| Source note | uspto-grants-1989_06 |
|---|