HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (1-Isopropyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | HCID 24797964 | HCID 24797964 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (1-Isopropyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)methanol | HCID 66436594 | 105.1% |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
Diisobutylaluminium hydride (99 mL, 120 mmol, 1.2 M solution in toluene) was added to ethyl 1-isopropyl-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate (WO 2007071900, 12 g, 48 mmol) in toluene (220 mL) at −78° C. The reaction mixture was stirred at −78° C. for 2 hours then poured into aqueous HCl (100 mL, 2M). The mixture was stirred for 4 hours at room temperature then extracted with EtOAc (400 mL). The organic phase was washed with water (200 mL), brine (200 mL) and dried over sodium sulphate. The filtrate was evaporated in vacuo to afford the title compound as a colourless oil (100%, 10.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163021B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-382bc7be52774d76bd02eafadaa48391 |
| Source note | uspto-grants-2015_10 |