HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Acrylate → HCID 66855655, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Reactant | 2-Norbornene | HCID 10352 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | 1-Iodopropane | HCID 33643 | — |
| Reactant | Benzene, 1-iodo-4-(trifluoromethyl)- | HCID 67993 | — |
| Reactant | Potassium Acetate | HCID 517044 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66855655 | HCID 66855655 | 30% |
Reaction Steps
In a 100 ml flask, 4-iodobenzotrifluoride (1 g, 3.68 mmol) was dissolved in 10 ml DMF, and Pd(OAc)2 (165 mg, 0.2 eq), K2CO3 (2.54 g, 5.0 eq), KOAc (1.8 g, 5.0 eq), norbornylene (692 mg, 1.0 eq), methyl acrylate (0.33 ml, 1.0 eq), and iodopropane (3.75 g, 6.0 eq) were added stepwisely at room temperature. The resulting reaction mixture was stirred for 3 days. After the completion of the reaction, the Na2S2O3 solution was poured into the reaction mixture, which was stirred for 30 minutes, extracted with EtOAc 50 ml (3 times), and dried with anh. MgSO4. The organic layer was filtered, concentrated in vacuo, and purified with column chromatography (Hexane: EtOAc=8:1) to give the title compound (0.343 g, 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08557872B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-7cb83448059a4d6e816fb8eb40a69595 |
| Source note | uspto-grants-2013_10 |