HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Phosphate, Tribasic → 6-(2,3-Dimethoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2,3-Dimethoxybenzeneboronic acid | HCID 5156491 | — |
| Reactant | 6-Bromo-2,2,4-trimethyl-1,2-dihydroquinoline | HCID 10729464 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 6-(2,3-Dimethoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline | HCID 22566517 | 61% |
Reaction Steps
6-Bromo-2,2,4-trimethyl-1,2-dihydroquinoline (256 mg, 1.02 mmol) (Example 8) and 2,3-dimethoxyphenyl boronic acid (370 mg, 2.03 mmol) were combined in DMSO (2 mL). 2 M K3PO4 (1 mL) was added, followed by PdCl2(dppf) (50 mg). The contents were placed in a microwave reaction vessel assembly and irradiated at 120° C. for 15 minutes. The reaction was cooled to room temperature. Purification of the crude product by chromatography afforded 6-(2,3-dimethoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline (190 mg, 61%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06858627B2 |
| Source dataset | uspto-grants-2005_02 |
| ORD ID | ord-7b25775c45f94861956773193f671d73 |
| Source note | uspto-grants-2005_02 |