HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 13197283, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | 4-Trimethylsilyl-3-butyn-1-ol | HCID 2760827 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 13197283 | HCID 13197283 | 77.6% |
Reaction Steps
A mixture of 4-(trimethylsilyl)but-3-yn-1-ol (1.00 mL; 6.00 mmol), 4-methylbenzene-1-sulfonyl chloride (2.29 g; 12.01 mmol), pyridine (0.970 mL; 12.00 mmol) in dichloromethane (15 mL) was stirred at room temperature for 60 hours. The reaction mixture was washed with an aqueous solution of saturated ammonium chloride, dried and concentrated under reduced pressure. The crude material was purified by flash chromatography on silica gel (eluent 2 to 40% ethyl acetate in heptane) to yield 1.38 g (76%) of 4-(trimethylsilyl)but-3-ynyl 4-methylbenzenesulfonate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09266832B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-90061fd23b8040e9bbfa423519fa48f8 |
| Source note | uspto-grants-2016_02 |