HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chlorotoluene → O-(6,6-difluoro-5-methyl-5-hexenyl) benzo[b]thiophene-2-thiocarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chlorotoluene | HCID 7238 | — |
| Reactant | Diisopropyl Ether | HCID 7914 | — |
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | 6,6-Difluoro-5-methyl-5-hexenyl benzo[b]thiophene-2-carboxylate | HCID 69181690 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | O-(6,6-difluoro-5-methyl-5-hexenyl) benzo[b]thiophene-2-thiocarboxylate | HCID 86760554 | 81.4% |
Reaction Steps
To 5 ml of 2-chlorotoluene was dissolved 0.20 g (0.64 mmol) of 6,6-difluoro-5-methyl-5-hexenyl benzo[b]thiophene-2-carboxylate, followed by the addition of 0.26 g (0.64 mmol) of Lawesson's reagent and stirring by heating under refluxing for 4 hours. To the reaction liquid were added 2 ml of isopropyl ether and 10 ml of hexane and precipitated solid was filtered off. The filtrate was concentrated under reduced pressure and the residue was purified with silica gel column chromatography (diisopropyl ether:hexane=1:30) to obtain 0.17 g (yield: 81%) of O-(6,6-difluoro-5-methyl-5-hexenyl) benzo[b]thiophene-2-thiocarboxylate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07273878B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-54f3d4c86d6c4f1483707799d247ea36 |
| Source note | uspto-grants-2007_09 |