HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → [5-Fluoro-2-(4'-trifluoromethylbiphenyl-4-ylmethoxy)phenyl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Fluoro-2-(hydroxymethyl)phenol | HCID 10606838 | — |
| Reactant | 4-(4-Trifluoromethylphenyl)benzylchloride | HCID 11459921 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | [5-Fluoro-2-(4'-trifluoromethylbiphenyl-4-ylmethoxy)phenyl]methanol | HCID 57971912 | — |
Reaction Steps
A solution of 4.59 g (36.9 mmol) of 5-fluoro-2-hydroxybenzyl alcohol [CAS 2357-33-7] in 200 ml of dry acetonitrile is mixed with 10.0 g (36.9 mmol) of 4-chloromethyl-4′-trifluoromethylbiphenyl and 6.13 g (44.3 mmol) of anhydrous potassium carbonate and heated under reflux for 12 hours. The mixture is then concentrated to dryness. The residue is taken up in ethyl acetate, washed with water and saturated sodium chloride solution and dried over sodium sulfate. After concentration, the resulting crude product is purified by flash chromatography on silica gel 60 (mobile phase: cyclohexane/ethyl acetate 5:1). 11.8 g (32.9 mmol, 89% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173704B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-26aeb562fe29464785c549dac7b8e0fd |
| Source note | uspto-grants-2012_05 |