HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 3-[2-(2-Methoxy-phenyl)-cyclopent-1-enyl]-benzoic Acid Ethyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Methoxyphenylboronic acid | HCID 2733958 | — |
| Reactant | Toluene ethanol | HCID 21863594 | — |
| Reactant | 3-(2-Bromo-cyclopent-1-enyl)benzoic Acid Ethyl Ester | HCID 57862084 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Diethylether water | HCID 21584184 | — |
| Product | 3-[2-(2-Methoxy-phenyl)-cyclopent-1-enyl]-benzoic Acid Ethyl Ester | HCID 69507915 | — |
Reaction Steps
A mixture of 2-methoxyphenylboronic acid (510 mg, 3.36 mmol), 3-(2-bromo-cyclopent-1-enyl)-benzoic acid ethyl ester (840 mg, 2.85 mmol), potassium carbonate (3.18 g, 23.04 mmol) and tetrakis(triphenylphosphine)palladium(0) (370 mg, 0.32 mmol) was stirred and heated in 1:1 toluene/ethanol (30 ml) at 90° C. under nitrogen for 4 hours. After cooling the mixture was diluted with diethyl ether/water and the organic phase dried (MgSO4), evaporated to dryness and the residue purified on Biotage using ethyl acetate/iso-hexane (1:19) to yield the title compound as a colourless gum. (615 mg, 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07232821B2 |
| Source dataset | uspto-grants-2007_06 |
| ORD ID | ord-9d1e9ddc8db341c0b108dbfaf921c354 |
| Source note | uspto-grants-2007_06 |