HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 13417327, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Reactant | HCID 13417327 | HCID 13417327 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | p-Toluenesulfonate | HCID 85570 | — |
| Product | HCID 13417327 | HCID 13417327 | 274% |
Reaction Steps
(E)-7-Phenyl-7-(3-pyridyl)-6-hepten-1-ol (2.3 g, 8.6 mmoles) was dissolved in methylene chloride (2.0 ml), and pyridine (1 ml) and p-toluenesulfonyl chloride (1.8 g, 9.4 mmoles) were added. The reaction was allowed to proceed at room temperature overnight, and water (30 ml) was added, followed by extraction of the product with ethyl acetate. The organic layer was washed with water and dried and the solvent was distilled off. The resulting oily product was subjected to silica gel column chromatography using isopropyl ether-ethyl acetate (1:1) as the eluent to give p-toluensulfonate of (E)-7-phenyl-7-(3-pyridyl)-6-hepten-1-ol (3.15 g, 88%) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04563446 |
| Source dataset | uspto-grants-1986_01 |
| ORD ID | ord-8503d9a7ac3d4d15a5087a758f2ab753 |
| Source note | uspto-grants-1986_01 |