Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylene Glycol | HCID 174 | — |
| Reactant | Thiophenol | HCID 7969 | — |
| Reactant | Dodecane | HCID 8182 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Iodo-3,5-dimethylbenzene | HCID 140924 | — |
| Catalyst | HCID 178419072 | HCID 178419072 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 11148597 | HCID 11148597 | — |
Reaction Steps
Copper(I) oxide (7.2 mg, 0.05 mmol) and potassium carbonate (276 mg, 2.0 mmol) were added to a screw-capped test tube with a Teflon-lined septum. The tube was evacuated and backfilled with argon (3 cycles). 2-Propanol (1.0 mL, bench top grade solvent without degassing and pre-drying), ethylene glycol (111 μL, 2.0 mmol, bench top grade solvent) and 5-iodo-m-xylene (144 μL, 1.0 mmol) and thiophenol (103 μL, 1.0 mmol) were added by syringes at room temperature. The tube was heated to 80° C. and stirred for 20 hours. The reaction mixture was then allowed to reach room temperature. Ethyl acetate (approx. 5 mL) and dodecane (227 μL, GC standard) were added. The aliquot was analyzed by GC to give 93% conversion of ArI and 93% GC yield of phenyl 3,5-dimethylphenyl sulfide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06888032B2 |
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| Source dataset | uspto-grants-2005_05 |
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| ORD ID | ord-c713fa83308e43a1aa4e075de2d22017 |
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| Source note | uspto-grants-2005_05 |
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