HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 67072557, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | HCID 67075419 | HCID 67075419 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67072557 | HCID 67072557 | 110.9% |
Reaction Steps
3,4-Difluoro-2-methylbenzyl-2,2-dimethoxyethylamine (41, 37.8 g) was dissolved in dichloromethane (100 mL). Pyridine (42 mL) was added. At 0° C. a solution of p-toluenesulphonyl chloride (36.8 g, 193 mmol) in dichloromethane was added dropwise. The reaction was allowed to warm to room temperature and stirring continued until conversion was complete. For workup, the reaction mixture was diluted with dichloromethane (100 mL) and extracted twice with 1.5M hydrochloric acid, twice with sodium bicarbonate solution and once with brine. The organic layer was dried over magnesium sulphate, evaporated to dryness to give crude product as an orange oil (68.3 g). This was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541449B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-14e47d9674424e41b096450c903d3f6c |
| Source note | uspto-grants-2013_09 |