HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → [4-(3-Methyl-2-pyridinyl)phenyl]methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromo-3-methylpyridine | HCID 220832 | — |
| Reactant | 4-(Hydroxymethyl)benzeneboronic acid | HCID 2734706 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | [4-(3-Methyl-2-pyridinyl)phenyl]methanol | HCID 21937278 | 47% |
Reaction Steps
A mixture of 2-bromo-3-methylpyridine (22.5 g, 0.1312 mol), 4(hydroxymethyl)phenylboronic acid (25 g, 0.164 mol), Pd(PPh3)4 (9.5 g, 0.0082 mol), and sodium carbonate (200 g in 500 ml of water) in toluene (750 ml) were refluxed under nitrogen atmosphere for 15 h. Separated the toluene layer and distilled under reduced pressure to give a residue. The residue was then purified by column chromatography to yield [4-(3-methyl-2-pyridinyl)phenyl]methanol (12 g, 47%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07189754B2 |
| Source dataset | uspto-grants-2007_03 |
| ORD ID | ord-620df71aa79846a2944ab5f910129cd6 |
| Source note | uspto-grants-2007_03 |