HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 5-Chloro-2-methyl-3-pyridinemethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Methyl 5-chloro-2-methylnicotinate | HCID 10867045 | — |
| Reactant | HCID 178419132 | HCID 178419132 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Chloro-2-methyl-3-pyridinemethanol | HCID 66961492 | 30.6% |
Reaction Steps
To a THF (30 mL) solution of 5-chrolo-2-methyl nicotinic acid methyl ester (CAS# 350597-49-8) (1.0 g), boron lithium hydride (0.153 g) was added at 0° C. The reaction solution was agitated at room temperature for 2 hours. The reaction solution was added to iced water and the reaction solution was extracted with ethyl acetate. The obtained organic layer was washed with a saturated salt solution, and it concentrated under reduced pressure after dried over anhydrous magnesium sulfate. 0.26 g of the title compound was obtained by the residue was purified by silica gel chromatography (elution solvent:heptane-ethyl acetate system).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07667041B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-a1829c59c41749c18e629d6e8a6920ee |
| Source note | uspto-grants-2010_02 |