HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lawesson's reagent → 2-Cyclohexyl-5-(5-methylthiophen-2-yl)thiophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | 1-Phenyl-4-(5-methyl-2-thienyl)-1,4-butanedione | HCID 13555807 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Cyclohexyl-5-(5-methylthiophen-2-yl)thiophene | HCID 184753 | 131.6% |
Reaction Steps
Under a nitrogen atmosphere a stirred solution of 3.0 grams (0.012 mole) of 1-phenyl-4-(5-methyl-2-thienyl)-1,4-butanedione and 3.0 grams (0.008 mole) of Lawesson's reagent in 100 ml of toluene was heated under reflux for one hour. The reaction mixture was concentrated under reduced pressure to a residue. The residue was subjected to column chromatography on silica gel using 15% methylene chloride-hexane as eluent. The appropriate fractions were combined and concentrated under reduced pressure to give 2.7 grams of 5'-methyl-5-phenyl[2,2'-bithienyl]; m.p. 102° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04645777 |
| Source dataset | uspto-grants-1987_02 |
| ORD ID | ord-0326d704da4f4ca183d7e8cd6f89f26c |
| Source note | uspto-grants-1987_02 |