Reacción #1689268

Ecuación de reacción

methanol

trimethylchlorosilane

lithium borohydride

(R)-phenylglycine

→

(R)-2-Amino-2-phenylethanol

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

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
   Concentraciónconcentrated 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
   ExtracciónThe aqueous phase is extracted three times with ethyl acetate
7. 7
   LavadoThe combined organic phases are washed with water
8. 8
   Secadodried over magnesium sulphate
9. 9
   Concentraciónconcentrated in vacuo

Procedimiento

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.

Fuente