反応 #11353

反応方程式

D,L-alanine

triethylamine

2-ethyloctanoyl chloride

trimethylsilyl chloride

→

2-(2-Ethyl)octanoylaminopropionic Acid

溶媒

dichloromethane

water

dichloromethane

反応条件

後処理

1. 1
   その他At 0° C
2. 2
   workup.WAITat 40° C. for 1 h
3. 3
   温度The solution is cooled to −10° C.
4. 4
   workup.STIRRINGThe mixture is stirred at room temperature overnight
5. 5
   温度cooling
6. 6
   workup.STIRRINGthe mixture is stirred for 10 minutes
7. 7
   その他The phases are separated
8. 8
   乾燥the combined organic phases are dried over sodium sulfate
9. 9
   濃縮concentrated under reduced pressure
10. 10
    その他The residue is crystallized from toluene
11. 11
    workup.ADDITIONby adding n-hexane
12. 12
    その他is dried at 60° C.

実験手順

18.6 g (0.211 mol) of D,L-alanine and 46.6 g (0.41 mol) of triethylamine are initially charged in 300 ml of dichloromethane. At 0° C. 50.09 g (0.461 mol) of trimethylsilyl chloride are added dropwise, and the mixture is stirred at room temperature for 1 h and then at 40° C. for 1 h. The solution is cooled to −10° C., and 40 g (0.21 mol) of 2-ethyloctanoyl chloride in 50 ml of dichloromethane are added dropwise. The mixture is stirred at room temperature overnight, 100 ml of water are then added dropwise with ice-cooling and the mixture is stirred for 10 minutes. The phases are separated, the aqueous phase is reextracted twice with in each case 100 ml of dichloromethane and the combined organic phases are dried over sodium sulfate and concentrated under reduced pressure. The residue is crystallized from toluene by adding n-hexane and is dried at 60° C.

出典