HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Chloro-4-nitrobenzene → 4-Methoxy-4'-nitrobiphenyl
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Chloro-4-nitrobenzene | HCID 7474 | — |
| Reactant | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Methoxy-4'-nitrobiphenyl | HCID 11128079 | 98.2% |
Reaction Steps
4-Chloronitrobenzene (164 mg, 1.04 mmol) reacted with p-methoxyphenylboronic acid (200 mg, 1.32 mmol) using 1/2 mol % of Pd(OAc)2/Ph5FcP(t-Bu)2 and KF (182 mg, 3.00 mmol) in THF solvent at 50° C. for 17 h to give the title compound (234 mg, 98%) as a solid: 1H-NMR (400 MHz, CDCl3): δ 8.27 (d, 2H, J=8.76 Hz), 7.69 (d, 2H, J=8.76 Hz), 7.59 (d, 2H, J=8.70 Hz), 7.03 (d, 2H, J=8.71 Hz), 3.88 (s, 3H). 13C{1H}-NMR (100 MHz, CDCl3): δ 160.40, 147.15, 146.47, 130.99, 128.52, 127.01, 124.10, 114.56, 55.39. GC/MS(EI): m/z (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06562989B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-765db51224a84d27a5735d6b337eae3d |
| Source note | uspto-grants-2003_05 |