Reaktion #42002

Reaktionsgleichung

sulfuric acid

L-valine

sodium hydroxide

lauroyl chloride

sodium hydroxide

→

N-lauroyl-L-valine

Ausbeute 98.0%

Lösungsmittel

acetone

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere simultaneously added dropwise
2. 2
   Sonstigeis kept at 19 to 20° C
3. 3
   workup.ADDITIONAfter completion of the addition
4. 4
   TemperaturThen, it was heated up to 40° C.
5. 5
   SonstigeThe layers of the oily substance and water phase that separated at 60° C.
6. 6
   Sonstigewere split
7. 7
   workup.ADDITION1950 g of warm water of 60° C. was added to the oily substance
8. 8
   TemperaturAfter the mixture was cooled down to 20° C.
9. 9
   Filtrationthe precipitated solid substance was filtered out
10. 10
    Waschenwashed with water
11. 11
    SonstigeThen, the substance was vacuum-dried at 50° C.

Vorschrift

294 g (2.51 mol) of L-valine was dissolved into 786 g of ion-exchange water, 358 g (2.42 mol) of an aqueous solution of 27% sodium hydroxide and 363 g of acetone. With stirring the solution, 533 g (2.43 mol) of lauroyl chloride and 358 g (2.47 mol) of an aqueous solution of 27% sodium hydroxide were simultaneously added dropwise thereto so that pH=12±0.2 and the temperature is kept at 19 to 20° C. After completion of the addition, the solution was stirred at 20° C. for 60 minutes. Then, it was heated up to 40° C., and 171 g of 75% sulfuric acid was added thereto in order to adjust pH=1.5. The layers of the oily substance and water phase that separated at 60° C. were split, and 1950 g of warm water of 60° C. was added to the oily substance. After the mixture was cooled down to 20° C., the precipitated solid substance was filtered out and washed with water. Then, the substance was vacuum-dried at 50° C. to obtain 710 g of N-lauroyl-L-valine (2.37 mol, yield 98%).

Quelle