HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dioxane → HCID 118236505, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Methylboronic Acid | HCID 139377 | — |
| Reactant | HCID 83745857 | HCID 83745857 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 118236505 | HCID 118236505 | — |
Reaction Steps
A mixture of 3-(4-methoxy-3-methyl-phenyl)-4-bromo-1-methyl-1H-pyrazole (described in Reference Preparation example 55) 3.9 g, 1,4-dioxane 80 ml, water 20 ml, methylboronic acid 3.3 g, 1,1′-bis(diphenylphosphino)ferrocene-palladium(II) dichloride dichloromethane adducts 1.4 g and potassium phosphate 11.8 g was stirred with heating under reflux for six hours. The reaction mixture was extracted with ethyl acetate. The organic layer was washed with water, and was dried over anhydrous magnesium sulfate and was then concentrated under reduced pressure. The resulting residue was subjected to a silica gel column chromatography to give 3-(4-methoxy-3-methyl-phenyl)-1,4-dimethyl-1H-pyrazole 2.4 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09314023B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-d591bd0cb94f4b3f868a7049544ca9ef |
| Source note | uspto-grants-2016_04 |