HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Trifluoromethyl)trimethylsilane → 2,2,2-Trifluoro-1-(4-methyloxan-4-yl)ethan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Trifluoromethyl)trimethylsilane | HCID 552549 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 4-Methyloxane-4-carbaldehyde | HCID 20592388 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2,2,2-Trifluoro-1-(4-methyloxan-4-yl)ethan-1-ol | HCID 67402135 | 47% |
Reaction Steps
According to Reference Example 8-12, by use of 4-methyltetrahydro-2H-pyran-4-carbaldehyde (165 mg, 1.29 mmol) dissolved in tetrahydrofuran (5 mL), a 1 mol/L solution of tetrabutylammonium fluoride in tetrahydrofuran (0.258 mL, 0.258 mmol) and (trifluoromethyl)trimethylsilane (0.229 mL, 1.55 mmol), the mixture was stirred and reacted at room temperature for 1.7 hours. Then, purification by extraction gave 2,2,2-trifluoro-1-(4-methyltetrahydro-2H-pyran-4-yl)ethanol (Compound EC) (119 mg, yield: 47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673908B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-1c629aebad5f45d1bae09b6c75e861ac |
| Source note | uspto-grants-2014_03 |