Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)ethan-1-ol | HCID 23134192 | — |
| Reactant | HCID 23134201 | HCID 23134201 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 23134157 | HCID 23134157 | — |
Reaction Steps
A mixture of 2-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]ethanol (0.2 g), ethyl 4-bromo-3-methyl-benzoic acid (0.276 g), [1,1′-bis(diphenylphosphino)-ferrocene]dichloropalladium(II) (0.017 g), [1,1′-bis-(diphenylphosphino)ferrocene] (0.013 g) and tripotassium phosphate (0.643 g) in 1,4-dioxane (5 mL) was stirred at 80° C. overnight under an atmosphere of argon. Water and ethyl acetate were added to the reaction mixture. The organic layer was separated, washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/2) to afford the title compound (0.136 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07417169B2 |
|---|
| Source dataset | uspto-grants-2008_08 |
|---|
| ORD ID | ord-952056198b3e49ef9e61e7a893782c70 |
|---|
| Source note | uspto-grants-2008_08 |
|---|
