HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trityl chloride → HCID 67490778, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trityl chloride | HCID 6456 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2H-Pyran, 3,4-dihydro-2-aminomethyl- | HCID 78508 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67490778 | HCID 67490778 | — |
Reaction Steps
Triethylamine (37.7 mL, 270 mmol) and trityl chloride (41.4 g, 149 mmol) were sequentially added to a solution of the crude 2-aminomethyl-5,6-dihydro-4H-pyran (about 193 mmol) in dichloromethane (500 mL), and the mixture was stirred at room temperature for 11 hours. The reaction solution was diluted with dichloromethane (500 mL), washed with water (2×500 mL) and brine (500 mL), and then dried over anhydrous sodium sulfate and filtered. The solvent was evaporated under reduced pressure. Then, the residue was purified by silica gel column chromatography (ethyl acetate:hexane=5:95→10:90) to give 22.2 g (four steps, 32%) of the title compound as a colorless transparent gummy solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618094B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-49c42ef7dbc84fb0bb486257cb09fa1d |
| Source note | uspto-grants-2013_12 |