HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2,2,2-Trifluoro-1-(3'-methylbiphenyl-2-yl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 2-Methyl-6-phenylbenzaldehyde | HCID 186959 | — |
| Reactant | (Trifluoromethyl)trimethylsilane | HCID 552549 | — |
| Catalyst | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Product | 2,2,2-Trifluoro-1-(3'-methylbiphenyl-2-yl)ethanol | HCID 66649251 | — |
Reaction Steps
Alternatively, tetrabutylammoniumfluoride (TBAF 1.0 N in THF 13 uL, 3.3 mg, 0.013 mmol) was added to a mixture of 3-methyl-biphenyl-2-carboxaldehyde (0.25 g, 1.27 mmol) and trifluoromethytrimethyl silane (0.25 g, 1.53 mmol), in THF (1.5 ml) at 0° C. The reaction was warmed to room temperature and stirred for 4 hours. HCl (3.0 N, 2.0 ml) was added, and the mixture was stirred for 3 hours. The mixture was concentrated, dissolved in methylene chloride, filtered through silica gel, and concentrated to give 0.15 g of 2,2,2-trifluoro-1-(3′-methylbiphenyl-2-yl)ethanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093291B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-7864419c229f4ae4b1df504574f4bd6e |
| Source note | uspto-grants-2012_01 |