반응 #1689268

반응 방정식

methanol

trimethylchlorosilane

lithium borohydride

(R)-phenylglycine

→

(R)-2-Amino-2-phenylethanol

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction mixture is stirred at room temperature overnight
2. 2
   workup.STIRRINGthe mixture is stirred at room temperature for 2 hours
3. 3
   농축concentrated in vacuo
4. 4
   workup.DISSOLUTIONThe residue is dissolved
5. 5
   workup.STIRRINGwhile stirring, in 690 ml of a 20% aqueous solution of potassium hydroxide
6. 6
   추출The aqueous phase is extracted three times with ethyl acetate
7. 7
   세척The combined organic phases are washed with water
8. 8
   건조dried over magnesium sulphate
9. 9
   농축concentrated in vacuo

실험 절차

20 g (920 mmol) of lithium borohydride are dissolved in 420 ml of absolute tetrahydrofuran. 233.5 ml (1.84 mol) of trimethylchlorosilane are added dropwise, while stirring, and 69.5 g (0.46 mol) of (R)-phenylglycine are then added in portions within the space of 4 hours. The reaction mixture is stirred at room temperature overnight. 690 ml of methanol are then added and the mixture is stirred at room temperature for 2 hours and concentrated in vacuo. The residue is dissolved, while stirring, in 690 ml of a 20% aqueous solution of potassium hydroxide. The aqueous phase is extracted three times with ethyl acetate. The combined organic phases are washed with water, dried over magnesium sulphate and concentrated in vacuo.

출처