HuagongsheHuagongshe Chemistry Print Report · For research reference only
Borane → (2-Ethyl-6-methyl-pyridin-4-yl)-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Borane | HCID 6331 | — |
| Reactant | 2-Ethyl-6-methylisonicotinic acid | HCID 58418097 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (2-Ethyl-6-methyl-pyridin-4-yl)-methanol | HCID 67520483 | 87.4% |
Reaction Steps
A suspension of 2-ethyl-6-methyl-isonicotinic acid (2.73 g, 16.5 mmol) in THF (30 mL) is treated with borane in THF (1M, 33.1 mL) at rt for 15 h. The mixture is quenched with sat. aq. Na2CO3 (100 mL) and extracted with CHCl3 (5×50 mL). The organic extracts are dried (Na2SO4), filtered and evaporated (50 mbar, 45° C.) to give crude (2-ethyl-6-methyl-pyridin-4-yl)-methanol (2.18 g); LC-MS: tR=0.80 min, [M+1]+=205.32.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178562B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-250e9f5a16d241d39bb677b2478594d3 |
| Source note | uspto-grants-2012_05 |