Hydrochloric Acid → HCID 18467612, compound

Temperature

5 °C

A 2.0 M solution of lithium diisopropylamide in heptane/tetrahydrofuran/ethylbenzene (400 ml) was cooled to −45 to −50° C. under nitrogen atmosphere. A solution (100 ml) of N-t-butylmethanesulfonamide (55.0 g) in tetrahydrofuran was added dropwise thereto for 20 minutes. After raising the temperature to 5° C. taking 1 hour, the solution was cooled again to −65° C. To the resulting solution was added dropwise a solution of n-butyl aldehyde (28.8 g) in tetrahydrofuran (100 ml) for 30 minutes. The solution was stirred for 18 hours while raising the temperature gradually to room temperature. The resulting reaction solution was poured into an excess amount of dilute hydrochloric acid under cooling with ice to make it acidic and extracted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate, and concentrated under reduced pressure to obtain a solid crude product. Hexane (300 ml) was added thereto with stirring. Crystals thus obtained were collected by filtration, washed with hexane, and dried under reduced pressure to obtain N-t-butyl-2-hydroxy-1-pentane-sulfonamide (46.2 g) as white crystals.

1. waittaking 1 hour
2. temperaturethe solution was cooled again to −65° C
3. temperaturewhile raising the temperature gradually to room temperature
4. customThe resulting reaction solution
5. temperatureunder cooling with ice
6. extractionextracted with ethyl acetate
7. washThe organic layer was washed with water
8. dry with materialdried over sodium sulfate
9. concentrationconcentrated under reduced pressure
10. customto obtain a solid crude product
11. stirringwith stirring
12. customCrystals thus obtained
13. filtrationwere collected by filtration
14. washwashed with hexane
15. customdried under reduced pressure

ORD record

ord-66559e9487294bc283d153f62b96ef70

Source dataset

uspto-grants-2002_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06420409B1