HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 68686462, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | HCID 68689925 | HCID 68689925 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | HCID 178477796 | HCID 178477796 | — |
| Product | HCID 68686462 | HCID 68686462 | — |
Reaction Steps
To a degassed mixture of (R)-1-benzyl-3-(5-bromo-2-methoxy-benzyl)-piperazine-2,5-dione (1.91 g, 4.74 mmol) and Pd(dppf)Cl2 (0.12 g, 0.14 mmol) in dioxane (18 mL), 2M dimethyl zinc in toluene (4.74 mL, 9.48 mmol) was slowly added at 0° C. and heated at reflux for 1 h to give dark brownish reaction mixture. The mixture was then cooled RT and quenched with methanol (10 mL) and filtered off the precipitate and rinsed with more methanol (20 mL). Filtrate was concentrated and purified (SiO2, 95:5, CH2Cl2:MeOH) to give (1.33 g, 83%) as a amber oil. MS (ESI) 339 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812024B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-b42373948ea7499e920210cf311834a6 |
| Source note | uspto-grants-2010_10 |