Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | [3-(Hydroxymethyl)phenyl]boronic acid | HCID 2734662 | — |
| Reactant | Ethyl 2-(3-bromophenoxy)acetate | HCID 5197439 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57194638 | HCID 57194638 | — |
Reaction Steps
To a solution of ethyl (3-bromophenoxy)acetate (488 mg) in DME (10 mL) was added 3-(hydroxymethyl)phenylboronic acid (429 mg), 1,1′-bis(diphenylphosphino)ferrocene-palladium (II) dichloride (77 mg) and 2M Na2CO3 aqueous solution (5 mL) at ambient temperature. The reaction mixture was stirred at 80° C. for 7 hours. The resulting mixture was cooled to ambient temperature and diluted with EtOAc. The mixture was washed successively with water and brine. The organic layer was dried over anhydrous MgSO4, filtered and evaporated in vacuo. The residue was purified by silica gel column chromatography (chloroform:MeOH=100:0-97:3) to give ethyl {[3′-(hydroxymethyl)-3-biphenylyl]oxy}acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08273745B2 |
|---|
| Source dataset | uspto-grants-2012_09 |
|---|
| ORD ID | ord-390216ad359e4707b2db09b8a13a684a |
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| Source note | uspto-grants-2012_09 |
|---|
