Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-(Bromomethyl)-3-phenoxybenzene | HCID 94544 | — |
| Reactant | HCID 14517052 | HCID 14517052 | — |
| Catalyst | Benzyl triethylammonium chloride | HCID 66133 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 14517065 | HCID 14517065 | 82.6% |
Reaction Steps
Under a nitrogen atmosphere, a solution of 12.58 g of 3-phenoxybenzyl bromide and 10.74 g of 2-(4-chlorophenyl)3,3,3-trifluoropropanol in 30 ml of toluene was slowly added to the mixture of 1.00 g of benzyltriethylammonium chloride, 12.76 g of 45% aqueous sodium hydroxide solution and 15 ml of toluene with ice-cooling. The reaction solution was stirred at room temperature for 14 hours. Thereafter, the reaction solution was poured into dilute hydrochloric acid-ice water and extracted with toluene. The toluene layer was washed with water 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/toluene (2:1) mixture] to obtain 16.06 g of the desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04840971 |
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| Source dataset | uspto-grants-1989_06 |
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| ORD ID | ord-b9803c5151a54b76a2f0bcd2a56a222a |
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| Source note | uspto-grants-1989_06 |
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