HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenethyl bromide → 1-(3-fluorobenzyl)-4-phenethoxypyridin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenethyl bromide | HCID 7666 | — |
| Reactant | HCID 54724162 | HCID 54724162 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(3-fluorobenzyl)-4-phenethoxypyridin-2(1H)-one | HCID 58966960 | 58% |
Reaction Steps
According to Scheme 13 Method A: The title compound was prepared from 1-(3-fluorobenzyl)-4-hydroxypyridin-2(1H)-one (1 eq, 0.23 mmol, 0.05 g, Example 19 Step 2) and 1-(2-bromoethyl)benzene (2 eq, 0.46 mmol, 0.06 mL) according to the procedure described for Example 1 Step 2. Microwave conditions: 180° C. for 900s in acetonitrile (2 mL). The crude product was purified by flash chromatography over silica gel (AIT Flashsmart prepacked column 25 g SiO2) using CH2Cl2/AcOEt 80/20 and by recrystallization in pentane to afford 1-(3-fluorobenzyl)-4-phenethoxypyridin-2(1H)-one (0.13 mmol, 43 mg, 58%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399493B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-c5eb82d3c8d84396b1f6f6f4c856f08b |
| Source note | uspto-grants-2013_03 |