Reaktion #9499

Reaktionsgleichung

tert-butyl N-(4-aminobutyl)carbamate

triethylamine

Methanesulfonyl chloride

→

tert-butyl [4-(methanesulfonylamino)butyl]carbamate

Ausbeute 96.7%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe organic layer was then separated
2. 2
   Waschenwashed with water (200 mL), saturated aqueous sodium bicarbonate (200 mL), water (200 mL), and brine
3. 3
   Trocknendried over sodium sulfate
4. 4
   Filtrationfiltered
5. 5
   Einengenand concentrated under reduced pressure

Vorschrift

Under a nitrogen atmosphere, a solution of tert-butyl N-(4-aminobutyl)carbamate (13.8 g, 73.4 mmol) and triethylamine (15.3 mL, 110 mmol) was cooled to 0° C. Methanesulfonyl chloride (6.3 mL, 81 mmol) was added, and the reaction was allowed to warm to ambient temperature and stirred overnight. Aqueous acetic acid (200 mL of 10%) was added. The organic layer was then separated and washed with water (200 mL), saturated aqueous sodium bicarbonate (200 mL), water (200 mL), and brine; dried over sodium sulfate; filtered; and concentrated under reduced pressure to provide 18.9 g of tert-butyl [4-(methanesulfonylamino)butyl]carbamate as an off-white solid.

Quelle