Triethylamine → 2-Methyl-1-(piperazin-1-yl)propan-1-one

Tert-butyl piperazinecarboxylate (2.93 g) and triethylamine (4.39 ml) were dissolved in dichloromethane (60 ml) and then, while being cooled with ice, isobutyryl chloride (1.84 ml) was added thereto. After being stirred for 30 minutes, the reaction mixture was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine successively, dried over sodium sulfate anhydride, and concentrated under a vacuum. To 1.79 g of part of the resulting residue, trifluoroacetic acid (9 ml) was added and the mixture was stirred for 30 minutes at room temperature. Then, the reaction mixture was concentrated under a vacuum. The residue was dissolved in methanol (20 ml) and then 2N hydrochroric acid methanol solution (10 ml) was added thereto. After being stirred for 10 minutes, the reaction mixture was concentrated under a vacuum. The residue, with 10% aqueous sodium hydroxide solution added thereto, was extracted with chloroform. The extract was washed with water and saturated brine successively, dried over sodium sulfate anhydride, and then concentrated under a vacuum to yield 0.85 g of the aimed compound.

1. additionwas added
2. washthe reaction mixture was washed with saturated aqueous sodium hydrogencarbonate solution and saturated brine successively
3. dry with materialdried over sodium sulfate anhydride
4. concentrationconcentrated under a vacuum
5. additionTo 1.79 g of part of the resulting residue, trifluoroacetic acid (9 ml) was added
6. stirringthe mixture was stirred for 30 minutes at room temperature
7. concentrationThen, the reaction mixture was concentrated under a vacuum
8. dissolutionThe residue was dissolved in methanol (20 ml)
9. addition2N hydrochroric acid methanol solution (10 ml) was added
10. stirringAfter being stirred for 10 minutes
11. concentrationthe reaction mixture was concentrated under a vacuum
12. additionThe residue, with 10% aqueous sodium hydroxide solution added
13. extractionwas extracted with chloroform
14. washThe extract was washed with water and saturated brine successively
15. dry with materialdried over sodium sulfate anhydride
16. concentrationconcentrated under a vacuum

ORD record

ord-e78e33a5599e4237a987cebfce3fc039

Source dataset

uspto-grants-1998_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05756505