Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(Trifluoromethyl)benzeneboronic acid | HCID 2734387 | — |
| Reactant | (2-Bromopyridin-4-yl)methanol | HCID 14512957 | — |
| Catalyst | HCID 178478646 | HCID 178478646 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 67056312 | HCID 67056312 | 9,083% |
Reaction Steps
16.5 ml (0.3 mmol) of an aqueous solution of potassium carbonate having a concentration of 2M and 0.4 g (0.1 mmol) of 1,1′-bis(diphenylphosphino)ferrocene palladium(II) dihydrochloride are added under a stream of nitrogen to a solution containing 2.0 g (0.1 mmol) of 2-bromopyridine-4-methanol and 2.2 g (0.1 mmol) of 2-(trifluoromethyl)phenylboronic acid in 30 ml of toluene. The mixture is stirred at 80° C. for 5 hours then 20 ml of water are added. After extraction with ethyl acetate, the organic phase is dried over sodium sulphate, filtered and evaporated. The residue obtained is purified by chromatography over silica gel eluted with a 60/40 heptane/ethyl acetate mixture. 2.3 g (85%) of [2-(2-trifluoromethylphenyl)pyridin-4-yl]methanol are obtained in the form of a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09266848B2 |
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| Source dataset | uspto-grants-2016_02 |
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| ORD ID | ord-c8262577d30347f2937d22dafb51060b |
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| Source note | uspto-grants-2016_02 |
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