HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(Bromomethyl)-4-chlorobenzene → 5-Bromo-1-[(4-chlorophenyl)methyl]-1,2-dihydropyridin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(Bromomethyl)-4-chlorobenzene | HCID 69329 | — |
| Reactant | 5-Bromo-2-hydroxypyridine | HCID 599528 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Bromo-1-[(4-chlorophenyl)methyl]-1,2-dihydropyridin-2-one | HCID 60372773 | 91% |
Reaction Steps
According to Scheme 1 Step 2: The title compound was prepared from 5-bromopyridin-2(1H)-one (1 eq, 29.0 mmol, 5.00 g, Example 1 Step 1) and 4-chlorobenzyl bromide (1.2 eq, 34.0 mmol, 7.10 g) according to the procedure described for Example 1 Step 2. After concentration of the solvent, water was added. The aqueous phase was extracted with AcOEt and the combined organic fractions were dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was recrystallized with pentane/Et2O 50/50 to afford 1-(4-chlorobenzyl)-5-bromopyridin-2(1H)-one (26.2 mmol, 7.82 g, 91%) 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-103bfdafba8a48fa8924477ea639f154 |
| Source note | uspto-grants-2013_03 |