Methyl iodide → HCID 85705623, compound

N-butyloxycarbonylbutylamine (140 mg, 0.80 mmole) was dissolved in DMF (8 ml), and sodium hydride (NaH, 20 mg, 1 eq. wt.) and iodomethane (0.10 ml, 2 eq. wt.) were added thereto. The reaction mixture was stirred for 30 minutes at room temperature and filtered through celite bed and then concentrated under reduced pressure to remove the solvent. The residue was diluted with ethyl acetate, washed with 0.5N aqueous hydrochloric acid solution, dried over anhydrous magnesium sulfate and filtered. The organic layer was concentrated under reduced pressure and dried by means of a vaccum pump to obtain a white solid, which was then dissolved in dichloromethane and cooled down to 0° C. To this mixture was added 1 ml of trifluoroacetic acid (TFA). The reaction solution was stirred for 30 minutes at room temperature, concentrated under reduced pressure and then dried by means of a vaccum pump to obtain the title compound (0.16 g) in a quantitative yield.

1. filtrationfiltered through celite bed
2. concentrationconcentrated under reduced pressure
3. customto remove the solvent
4. additionThe residue was diluted with ethyl acetate
5. washwashed with 0.5N aqueous hydrochloric acid solution
6. dry with materialdried over anhydrous magnesium sulfate
7. filtrationfiltered
8. concentrationThe organic layer was concentrated under reduced pressure
9. customdried by means of a vaccum pump
10. customto obtain a white solid, which
11. temperaturecooled down to 0° C
12. stirringThe reaction solution was stirred for 30 minutes at room temperature
13. concentrationconcentrated under reduced pressure
14. customdried by means of a vaccum pump

ORD record

ord-704872cf57e340f390856b2d5cdf7214

Source dataset

uspto-grants-1999_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05985899