Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(Bromomethyl)-3-phenoxybenzene | HCID 94544 | — |
| Reactant | HCID 20036650 | HCID 20036650 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 14517035 | HCID 14517035 | 67.5% |
Reaction Steps
Under a nitrogen atmosphere, 0.18 g of sodium hydride (60% oil dispersion) was added to 20 ml of dry THF. A solution of 1.0 g of 2-(3,4-methylenedioxyphenyl)-3,3,3-trifluoropropanol and 1.17 g of 3-phenoxybenzyl bromide in 10 ml of dry THF was then added with ice-cooling, and the reaction solution was stirred at room temperature for 14 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 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/ethyl acetate (25:1) mixture] to obtain 1.2 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-4b84e31682a8433db171224e47627510 |
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| Source note | uspto-grants-1989_06 |
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