HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisobutylaluminumhydride → 2-[5-(4-Chlorophenyl)-2-(trifluoromethyl)-3-furyl]ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | Methyl[5-(4-chlorophenyl)-2-(trifluoromethyl)-3-furyl]acetate | HCID 21986299 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-[5-(4-Chlorophenyl)-2-(trifluoromethyl)-3-furyl]ethanol | HCID 21986413 | — |
Reaction Steps
1.5 M Diisobutylaluminium hydride in toluene (0.8 ml) was added to a solution of methyl[5-(4-chlorophenyl)-2-(trifluoromethyl)-3-furyl]acetate (intermediate 86, 0.10 g) in tetrahydrofuran (5 ml) at 0° C. under nitrogen. The solution was allowed to stir thus for 2.5 hours then was quenched with methanol and allowed to warm to room temperature. Silica was added and the solvent was removed in vacuo. The crude product was purified using SPE (silica cartridge): the product was eluted using cyclohexane:ethyl acetate (5:1) and concentrated to form a colourless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07091237B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-35fbf77d81c9458bb2baceb830e52f52 |
| Source note | uspto-grants-2006_08 |