HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 69344889, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 69349174 | HCID 69349174 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69344889 | HCID 69344889 | 67.1% |
Reaction Steps
According to Scheme 25 Step 3: To a solution of 1-(4-chlorobenzyl)-5-(4-(hydroxymethyl)phenyl)pyridin-2(1H)-one (1 eq, 3.07 mmol, 1.00 g, Example 35 Step 1) in THF (8 mL) were added NBS (1.22 eq, 3.74 mmol, 0.67 g) and PPh3 (1.20 eq, 3.68 mmol, 0.97 g) at −20° C. for 4 hours. After evaporation of the solvent, the crude product was purified by silica gel chromatography (AIT Flashsmart prepacked column 50 g SiO2) using CH2Cl2/MeOH 98/2 to afford 1-(4-chlorobenzyl)-5-(4-(bromomethyl)phenyl)pyridin-2(1H)-one (2.06 mmol, 0.80 g, 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399493B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-ef6e602b30544efaa324874bb8d56b3e |
| Source note | uspto-grants-2013_03 |