HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 4-Bromo-1-{[(2-fluorophenyl)methyl]oxy}-2-(methyloxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | alpha-Bromo-o-fluorotoluene | HCID 67968 | — |
| Reactant | 4-Bromo-2-methoxyphenol | HCID 262234 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-Bromo-1-{[(2-fluorophenyl)methyl]oxy}-2-(methyloxy)benzene | HCID 59468913 | 95.4% |
Reaction Steps
A suspension of 4-bromo-2-(methyloxy)phenol (3.0 g, 14.78 mmol), potassium carbonate (2.99 g, 22.17 mmol) and 2-fluorobenzylbromide (1.78 ml, 14.78 mmol) in acetonitrile (20 ml) was stirred at room temperature overnight. Diethylether was added. The organic phase was then washed with water and 1M NaOH, dried (Na2SO4), filtered and evaporated to afford the title compound (4.388 g, quant.). Rt (HPLC): 6.25 min; 1H-NMR (400 MHz, DMSO-d6) δ(ppm): 7.5 (m, 1H), 7.4 (m, 1H), 7.2 (m, 2H), 7.1 (s, 1H), 7.0 (m, 2H), 5.1 (s, 2H), 3.7 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08153623B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-6a7e017eae00411a8523a40ae4ba1148 |
| Source note | uspto-grants-2012_04 |