Potassium Carbonate → HCID 15838022, compound

Temperature

60 °C

300 mg (2 mmol) of 2-hydroxy-5,6,7,8-tetrahydroquinoxaline was dissolved in 5 ml of DMF, and 360 μl (2.4 mmol) of 1,8-diazabicyclo[5.4.0]undeca-7-ene (DBU) and 277 μl (2.4 mmol) of 1-bromo-4-chlorobutane were added thereto. The resultant mixture was stirred with heating at 60° C. for 22 hours to effect a reaction. The DMF in the resultant reaction mixture was distilled off in vacuo to thereby obtain a residue. An aqueous solution of potassium carbonate was added to the obtained residue, followed by extraction with chloroform to obtain an extract. The extract was dried over sodium sulfate anhydride, and subjected to filtration to thereby obtain a filtrate. The solvent of the filtrate was distilled off to thereby obtain a residue. The obtained residue was purified by silica gel column chromatography. That is, the residue was charged in a column of 20 g of silica gel (Art7734, manufactured and sold by E. Merck, Darmstadt) and eluted with chloroform, to thereby obtain 263 mg of 2-(4-chlorobutoxy)-5,6,7,8-tetrahydroquinoxaline (yield: 54.7%).

1. customa reaction
2. distillationwas distilled off in vacuo
3. customto thereby obtain a residue
4. extractionfollowed by extraction with chloroform
5. customto obtain an extract
6. dry with materialThe extract was dried over sodium sulfate anhydride
7. filtrationsubjected to filtration
8. customto thereby obtain a filtrate
9. distillationThe solvent of the filtrate was distilled off
10. customto thereby obtain a residue
11. customThe obtained residue was purified by silica gel column chromatography
12. additionthe residue was charged in a column of 20 g of silica gel (Art7734, manufactured and sold by E. Merck, Darmstadt)
13. washeluted with chloroform

ORD record

ord-4aba6d5eb4d647e185d3fd47596b501a

Source dataset

uspto-grants-1996_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05578596