HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-[(6-Chloropyridin-3-yl)methyl]morpholine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 5-(Bromomethyl)-2-chloropyridine | HCID 6424661 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 4-[(6-Chloropyridin-3-yl)methyl]morpholine | HCID 3614045 | 21% |
Reaction Steps
Morpholine (7.0 g, 8.8 mmol) was added to the solution of 5-bromomethyl-2-chloro-pyridine in carbon tetrachloride (20 mL) and stirred at room temperature for 6 h. Water was added to the reaction mixture and the separated organic layer was washed with water, brine, dried over anhydrous sodium sulfate, filtered and concentrated to afford the crude product. Purification by column chromatography using silica gel (60-120 mesh) and ethyl acetate as eluent afforded 4-(6-chloro-pyridin-3-yl-methyl)-morpholine (1.2 g, 21%) as a brown oily liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524705B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-46dd1aa8068b43059234b7dbbed4daae |
| Source note | uspto-grants-2013_09 |