Water → 1-(3-Chloro-4-fluorobenzyl)piperidin-2-one

Valerolactam (60 g) was dissolved in MTBE (1.5 L) at room temperature. To this solution was added Bu4NSO4 (4.9 g) as a phase transfer catalyst. The cloudy solution was stirred at room temperature for 5 minutes. Then, NaOH (50 wt %; 300 mL) was slowly added as to keep the internal temperature below 30° C. 3-Chloro-4-fluorobenzyl bromide (108.3 g) was then added slowly to this biphasic mixture, again as to keep the internal temperature under control. The reaction was then aged for 4 hours at room temperature. At this time LC showed the reaction to be complete. Water (500 mL) was then added. After phase cut, the organic layer was washed with brine (300 mL), dried under MgSO4 followed by solvent switch to heptane (400 mL). The slurry obtained was stirred at room temperature. for 1 hour and then filtered to afford the title product.

1. additionTo this solution was added Bu4NSO4 (4.9 g) as a phase transfer catalyst
2. customthe internal temperature below 30° C
3. waitThe reaction was then aged for 4 hours at room temperature
4. customthe reaction
5. washAfter phase cut, the organic layer was washed with brine (300 mL)
6. customdried under MgSO4
7. customThe slurry obtained
8. stirringwas stirred at room temperature
9. waitfor 1 hour
10. filtrationfiltered

ORD record

ord-412ab1df84834b0e9af35931c9420e3a

Source dataset

uspto-grants-2009_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07598264B2