HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58201199, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Dimethylaminopyridine | HCID 21885 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 1209459-79-9 | HCID 58201198 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58201199 | HCID 58201199 | 99.6% |
Reaction Steps
The above (5-bromo-4-methoxy-3-methylpyridin-2-yl)methanol (500 mg) was dissolved in dichloromethane (10 ml), and t-butyldimethylsilyl chloride (487 mg), triethylamine (0.48 ml), and dimethylaminopyridine (30 mg) were then added to the solution under cooling in an ice bath. The resulting mixture was stirred at room temperature overnight. Thereafter, the reaction solution was diluted with dichloromethane, and was then washed with a saturated sodium bicarbonate solution. The organic layer was dried over anhydrous sodium sulfate, and the filtrate was then concentrated. The residue was purified by silica gel column chromatography (hexane-ethyl acetate), so as to obtain the title compound (743 mg) as an oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445504B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-06832b2564f3455b8d83563cda483936 |
| Source note | uspto-grants-2013_05 |