HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 67257290, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2-Hydroxyphenyl)boronic acid | HCID 2773454 | — |
| Reactant | HCID 67257288 | HCID 67257288 | — |
| Catalyst | Triphenylphosphine | HCID 11776 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67257290 | HCID 67257290 | 88.2% |
Reaction Steps
A mixture of tert-butyl 3-(2-bromothiophen-3-yl)-3-hydroxypyrrolidine-1-carboxylate (5 g, 13.8 mmol), Pd(OAc)2 (31 mg, 0.14 mmol), Ph3P (147 mg, 0.42 mmol), 2-hydroxyphenylboronic acid (1.74 g, 27.6 mmol) and Na2CO3 (2.9 g, 27.6 mmol) in dioxane (10 mL) and water (10 mL) was refluxed under N2 for 3 h. After the reaction was cooled to room temperature, the reaction mixture was extracted with EtOAc several times. The combined organic layers were washed with brine, and dried over anhydrous Na2SO4. After filtration and concentration, the crude product was purified by column chromatography to give the title compound (4.4 g, 88%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08710245B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-c975866b216f4ea9beda56d1e6fc914f |
| Source note | uspto-grants-2014_04 |