HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 4-(5-Bromo-2-pyridinyl)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2,5-Dibromopyridine | HCID 69353 | — |
| Reactant | 4-Hydroxyphenylboronic acid | HCID 2734360 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-(5-Bromo-2-pyridinyl)phenol | HCID 136388462 | 24% |
Reaction Steps
4-(5-Bromo-2-pyridinyl)phenol (0.25 g, 24%) was prepared as a white solid from (4-hydroxyphenyl)boronic acid (0.60 g, 4.22 mmol), 2,5-dibromopyridine (1.0 g, 4.22 mmol), 2M Na2CO3 (6 mL), EtOH (2 mL) and Pd(PPh3)4 (0.15 g, 0.13 mmol) in toluene (4 mL) in a manner similar to Example 1, Step 1, except the reaction was heated overnight. 1H NMR (400 MHz, CDCl3): δ 8.68 (d, 1H, J=2.2 Hz), 7.90-7.80 (m, 3H), 7.56 (d, 1H, J=8.5 Hz), 6.92 (d, 2H, J=8.5 Hz), 5.18 (bs, 1H); LRMS (ESI), m/z 250/252 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08101634B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-99f39151233e4884ac14a1fe283db327 |
| Source note | uspto-grants-2012_01 |