HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4'-(tert-Butyl-diphenyl-silanyloxy)-3'-methoxy-biphenyl-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Iodoaniline | HCID 11995 | — |
| Reactant | (4-{[tert-Butyl(diphenyl)silyl]oxy}-3-methoxyphenyl)boronic acid | HCID 21079851 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4'-(tert-Butyl-diphenyl-silanyloxy)-3'-methoxy-biphenyl-2-ylamine | HCID 11248003 | — |
Reaction Steps
A solution of 17.89 g (44.0 mmol) 4-(tert-butyl-diphenyl-silanyloxy)-3-methoxy-phenyl-boronic acid, 6.89 g (31.45 mmol) 2-iodoaniline, 17.4 g (125.8 mmol) K2CO3 and 425 mg (6 mol %) Pd(OAc)2 in 140 ml THF and 80 ml H2O is heated to reflux for 20 hours. After cooling the mixture is filtrated over cellite and concentrated. The residue is dissolved in ethyl acetate and washed with water. After drying (MgSO4) and evaporating the solvent, the residue is subjected to flash-chromatography (ethyl acetate/hexane 1:9). Yield: 4′-(tert-Butyl-diphenyl-silanyloxy)-3′-methoxy-biphenyl-2-ylamine is isolated as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07166746B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-b7e334763dda439dbd8c8514646d03d7 |
| Source note | uspto-grants-2007_01 |