Potassium Carbonate → HCID 18413140, compound

In a 2 L three-necked round bottomed flask was added N-methyl-piperazine (100.16 g, 1.0 mol), acetone (1000 mL), and anhydrous potassium carbonate (276.42 g, 2.0 mol, 2.0 equiv.). The flask was equipped with a mechanical stirrer and a condenser. 4-chloro-1-bromo-butane (188.6 g, 1.1 mol, 1.1 equiv.) was added dropwise under continuous stirring at room temperature over a period of 30 min. The suspension mixture was then stirred at 40° C. The progress of the reaction was monitored by TLC, which confirmed the reaction was completed after 4 hours. The mixture was cooled to room temperature and the insoluble materials were removed by filtration and washed with dichloromethane (2×100 mL). The combined filtrates were concentrated under vacuum until they became dry. The residue was then mixed with dichloromethane (500 mL). Insoluble materials were removed by filtration and washed by dichloromethane (2×100 mL). The combined filtrate and washings were concentrated and purified through a flash silica gel column, which gave the expected product as light yellow oil. (92.5 g, 48.5% yield).

1. customThe flask was equipped with a mechanical stirrer and a condenser
2. stirringThe suspension mixture was then stirred at 40° C
3. waitwas completed after 4 hours
4. temperatureThe mixture was cooled to room temperature
5. customthe insoluble materials were removed by filtration
6. washwashed with dichloromethane (2×100 mL)
7. concentrationThe combined filtrates were concentrated under vacuum until they
8. custombecame dry
9. additionThe residue was then mixed with dichloromethane (500 mL)
10. customInsoluble materials were removed by filtration
11. washwashed by dichloromethane (2×100 mL)
12. concentrationThe combined filtrate and washings were concentrated
13. custompurified through a flash silica gel column, which

ORD record

ord-466a4196d9ca473c85853405313a3b23

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09067875B2