HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 4-[3-(Trifluoromethyl)-1H-pyrazol-1-yl]cyclohexanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 1-(4-{[tert-Butyl(dimethyl)silyl]oxy}cyclohexyl)-3-(trifluoromethyl)-1H-pyrazole | HCID 59556059 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[3-(Trifluoromethyl)-1H-pyrazol-1-yl]cyclohexanol | HCID 59556146 | 72% |
Reaction Steps
The intermediate (0.56 g, 1.6 mmol) from step C was dissolved in CH2Cl2 (10 mL) and to it was added a 1 M solution of TBAF in CH2Cl2 (5 mL). After being stirred at room temperature for 2 hours, the solution was diluted with CH2Cl2. The resulting solution was washed with brine, dried over MgSO4 and concentrated. Purification on silica gel eluting with 2:1 EtOAc/hexanes provided the title compound (0.27 g, 71%) as an oil. MS calculated (M+H)+ 235, found 235.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08729063B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-9b993db75b1446639721d845d219ec4e |
| Source note | uspto-grants-2014_05 |