Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-(4,4,5,5-Tetramethyl-(1,3,2)dioxaborolan-2-yl)cyclohex-3-ene-1-carboxylic acid ethyl ester | HCID 59278796 | — |
| Reactant | Dimethoxyethane ethanol water | HCID 86587095 | — |
| Reactant | HCID 90411397 | HCID 90411397 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 90412812 | HCID 90412812 | — |
Reaction Steps
To a solution of Example 219A (500 mg, 1.358 mmol), ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarboxylate (495 mg, 1.766 mmol), and bis(triphenylphosphine)palladium(II) dichloride (95 mg, 0.136 mmol) in 30 mL 7:2:3 1,2-dimethoxyethane/ethanol/water was added sodium carbonate (432 mg, 4.07 mmol). The mixture was heated at 100° C. for 4 hours, cooled to room temperature, and diluted with 50 mL ethyl acetate. The mixture was washed with saturated sodium bicarbonate, water and brine, dried over magnesium sulfate, filtered, and concentrated. The residue was triturated with ethyl acetate and the solid was filtered and dried in vacuo to give the title compound. MS (ESI): 395.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09073922B2 |
|---|
| Source dataset | uspto-grants-2015_07 |
|---|
| ORD ID | ord-ba10667ffbe746aaabefcef924ff01e3 |
|---|
| Source note | uspto-grants-2015_07 |
|---|