Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | (5-Bromo-3-pyridinyl)methanol | HCID 2784733 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 178419456 | HCID 178419456 | 183.8% |
Reaction Steps
To a solution of (5-bromopyridin-3-yl)methanol (1 g, 5.32 mmol) in acetic acid (Volume: 2 mL) was added hydrogen bromide (1.324 mL, 11.70 mmol) and triphenylphosphine (1.726 g, 6.38 mmol) then heat to 90° C. for four days, cooled to ambient temperature. The reaction mixture was wash with ether (20 mL×2) and EtOAc (20 mL×2) then was filtered and concentrated under high vacuum to remove solvent and provide a white solid of 3-bromo-5-((tri-phenylphosphino)methyl)pyridine bromide salt (3.05 g, 4.89 mmol, 92% yield). 1H NMR (500 MHz, DMSO-d6) δ 8.64 (s, 1H), 8.24 (s, 1H), 7.94 (t, J=7.0 Hz, 3H), 7.83-7.70 (m, 12H), 7.46 (d, J=1.5 Hz, 1H), 5.32 (d, J=15.6 Hz, 2H), Mass spec.: 434.2 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08691821B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-0ec9a226ed73460783e5356964615683 |
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| Source note | uspto-grants-2014_04 |
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