HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → (R)-1-(3,4,5-Trifluorophenyl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 3,4,5-Trifluorobenzaldehyde | HCID 2776954 | — |
| Product | (R)-1-(3,4,5-Trifluorophenyl)ethanol | HCID 59386327 | — |
Reaction Steps
An ethereal solution (17.41 ml, 52.24 mmol, 3M) of MeMgEr was slowly added at −78° C. to a solution of 3,4,5-trifluorobenzaldehyde (6.96 g, 43.53 mmol) in THF (125 ml). The reaction mixture was stirred at room temperature for 16 h and was cooled (0° C.) and was quenched, sequentially, with excess ethyl acetate (10 ml) and water (5 ml). Excess anhydrous MgSO4 (5 g) was added and stirred for 30 minutes at room temperature. The suspension was filtered over celite and the solids were washed with ethyl acetate (2×25 ml). The combined filtrate was evaporated to obtain the product in quantitative yield (7.65 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829052B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-905d8ce294384308bd8dfc3a1e444e41 |
| Source note | uspto-grants-2014_09 |