HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2',3'-Dichloro-[1,1'-biphenyl]-3-acetic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2,3-Dichlorobenzeneboronic acid | HCID 2734661 | — |
| Reactant | Ethyl 2-(3-iodophenyl)acetate | HCID 57581611 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2',3'-Dichloro-[1,1'-biphenyl]-3-acetic acid ethyl ester | HCID 66973408 | — |
Reaction Steps
A mixture of 3-iodobenzeneacetic acid ethyl ester (0.87 g, 3 mmol, prepared by the method described in J. Chem. Soc. 1963, 5437), 2,3-dichlorophenylboronic acid (0.85 g, 4.5 mmol), bis(triphenylphosphine)palladium dichloride (0.10 g, 0.15 mmol) and 2 N aqueous sodium bicarbonate solution (3 mL) in p-dioxane (6 mL) was heated at 160° C. in a microwave reactor for 5 min. The reaction mixture was cooled, poured into water, and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The residue was purified by chromatography on silica gel eluted with ethyl acetate in hexanes to provide the title product (0.48 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09210932B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-4a395edd8a8d41d7ab203f000fcf2e93 |
| Source note | uspto-grants-2015_12 |