HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Propanedithiol → 2-[4-(4,4,4-trifluorobutoxy)phenyl]-5,6-dihydro-4H-1,3-dithiin-1-ium trifluoromethanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Propanedithiol | HCID 8013 | — |
| Reactant | Trifluoromethanesulfonic acid | HCID 62406 | — |
| Reactant | 4-(4,4,4-Trifluorobutoxy)benzoic acid | HCID 22361401 | — |
| Solvent | Isooctane toluene | HCID 21883168 | — |
| Product | 2-[4-(4,4,4-trifluorobutoxy)phenyl]-5,6-dihydro-4H-1,3-dithiin-1-ium trifluoromethanesulfonate | HCID 86676537 | 94.9% |
Reaction Steps
60 g (242 mmol) of 4-(4,4,4-trifluorobutoxy)benzoic acid, 31.8 ml (314 mmol) of propane-1,3-dithiol and 27.9 ml (314 mmol) of trifluoromethanesulfonic acid are refluxed in 1.61 of a mixture 1/1 isooctane/toluene for 18 hours. The mixture is cooled down and the product is precipitated by addition of 1.5 l of TBME to yield 108 g of 2-[4-(4,4,4-trifluorobutoxy)phenyl]-5,6-dihydro-4H-1,3-dithiin-1-ium trifluoromethanesulfonate as yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09097938B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-90052f0712904c61956c6fb3f9fdd6f6 |
| Source note | uspto-grants-2015_08 |