Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(4-Chlorophenyl)-2-methylpropanol | HCID 13034557 | — |
| Reactant | 1-(Chloromethyl)-3-(2-fluoroethoxy)benzene | HCID 13535631 | — |
| Catalyst | Benzyltriethylammonium bromide | HCID 165294 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 13367596 | HCID 13367596 | 81.2% |
Reaction Steps
A mixture consisting of 2.0 g of 3-(2-fluoroethoxy)benzyl chloride, 2.3 g of 2-(4-chlorophenyl)-2-methylpropyl alcohol, 0.5 g of triethylbenzylammonium bromide and 5 g of a 50% aqueous solution of sodium hydroxide was stirred at 50° C. for 2 hours. The reaction mixture was cooled to room temperature, and poured into water. Toluene was added, and the mixture was fully stirred. The toluene layer was separated, washed with water and dried over anhydrous sodium sulfate. Toluene was evaporated under reduced pressure. The resulting crude ether was purified by silica gel (100 g) column chromatography (developing solvent: toluene) to give 2.9 g of the desired 3-(2-fluoroethoxy)benzyl 2-(4-chlorophenyl)-2-methylpropyl ether.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04552894 |
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| Source dataset | uspto-grants-1985_11 |
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| ORD ID | ord-e1c85974654444868703021f7b53b3c6 |
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| Source note | uspto-grants-1985_11 |
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