HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 2-Benzyloxy-5-nitro-biphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 1-(Benzyloxy)-2-bromo-4-nitrobenzene | HCID 22017840 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-Benzyloxy-5-nitro-biphenyl | HCID 58985253 | 80.4% |
Reaction Steps
To a mixture of 1-benzyloxy-2-bromo-4-nitrobenzene (100 mg, 0.33 mmol), Pd(dppf)Cl2.DCM (12 mg, 0.016 mmol), phenylboronic acid (48 mg, 0.39 mmol) and potassium phosphate (207 mg, 0.98 mmol) was added dioxane under an argon atmosphere. The mixture was stirred overnight at 80 C and filtered. The filtrate was concentrated and purified by flash chromatography (5:1 hexanes/ethyl acetate) to give 2-benzyloxy-5-nitro-biphenyl (81 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07807672B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-cdee2d290ecd4c47865bfeb1d04aef3f |
| Source note | uspto-grants-2010_10 |