Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 3-Aminophenol | HCID 11568 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 22416918 | HCID 22416918 | — |
| Reactant | HCID 22416939 | HCID 22416939 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22416898 | HCID 22416898 | — |
Reaction Steps
3-(7-trifluoromethoxy-2-quinolinylmethoxy)aniline: 0.175 g of NaH (95%) is added at 0° to a solution of 0.754 g of 3-aminophenol in 20 ml of DMF and then the batch is stirred for 30 min. at 0°. 1.78 g of 2-chloromethyl-7-trifluoromethoxy-quinoline in solid form are then added and the batch is stirred for a further one hour at 0° and for another hour at 20°. It is then diluted with ethyl acetate, washed with water, dried over Na2SO4 and concentrated by evaporation. The evaporation residue is chromatographed on 100 g of silica gel. The product-containing fractions eluted with toluene/ethyl acetate 98:2 and 95:5 are combined and concentrated by evaporation to give the title compound which is further purified by crystallisation from CH2Cl2 /ether/hexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05508408 |
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| Source dataset | uspto-grants-1996_04 |
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| ORD ID | ord-2f0ffba44b334f68bb5435eb7175373d |
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| Source note | uspto-grants-1996_04 |
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