Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Chloro-4-fluorobenzaldehyde | HCID 145024 | — |
| Reactant | (1-(2,6-dichlorophenyl)-4-isopropyl-1H-1,2,3-triazol-5-yl)methanol | HCID 45790389 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86629255 | HCID 86629255 | 68.1% |
Reaction Steps
To solution of [3-(2,6-dichloro-phenyl)-5-isopropyl-3H-[1,2,3]triazol-4-yl]-methanol (0.100 g, 1 eq) and 2-chloro-4-fluorobenzaldehyde (0.11 g, 2 eq) in dimethylformamide (3 mL) is added cesium carbonate (0.23 g, 2 eq). The reaction is heated to 100° C. overnight. The reaction is cooled to room temperature and water is added. The mixture is extracted with ethyl acetate and the organic layers are washed with brine, dried over sodium sulfate, filtered, and concentrated under reduced pressure. The residue is purified via flash chromatography eluting with 0-10% ethyl acetate:toluene to give 0.101 g of 2-Chloro-4-[3-(2,6-dichloro-phenyl)-5-isopropyl-3H-[1,2,3]triazol-4-ylmethoxy]-benzaldehyde. ES/MS m/e 426.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08106077B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-544091557a954a169c99ba429ed77bf9 |
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| Source note | uspto-grants-2012_01 |
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