Reaktion #452250

Reaktionsgleichung

water

2-amino-2,3-dimethylbutyramide

triethylamine

p-toluoyl chloride

→

N-(1-carbamoyl-1,2-dimethylpropyl)-p-toluamide

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm to ambient temperatures over a 16 hour period
2. 2
   FiltrationThe resulting three phases are filtered
3. 3
   Sonstigethe filtrate is separated
4. 4
   Extraktionthe aqueous phase is extracted with 150 mL ethyl acetate
5. 5
   Waschenwashed with 100 mL of a saturated NaCl solution
6. 6
   Trocknendried over magnesium sulfate
7. 7
   Einengenconcentrated in vacuo
8. 8
   SonstigeA white solid residue is obtained which

Vorschrift

A stirred mixture containing 13.0 g (0.10 mol) of 2-amino-2,3-dimethylbutyramide and 15.3 mL (0.11 mol) of triethylamine in 150 mL of dry THF is treated dropwise at 5° to 10° C. with a solution of 15.5 g (0.10 mol) of p-toluoyl chloride in 25 mL dry THF. After being allowed to warm to ambient temperatures over a 16 hour period, the reaction mixture is treated with 50 mL water and stirred for one hour. The resulting three phases are filtered; the filtrate is separated and the aqueous phase is extracted with 150 mL ethyl acetate. All organic phases are combined, washed with 100 mL of a saturated NaCl solution, dried over magnesium sulfate and concentrated in vacuo. A white solid residue is obtained which weighs 17.3 g, mp 145°-152° C. The nmr spectrum is consistent with the desired structure.

Quelle