反应 #806292

反应方程式

Na2CO3

ninhydrine

Na2CO3

3-Trimethylsilyl alanine

BF3 MeOH

→

Methyl 3-(trimethylsilyl)alaninate

收率 92.0%

溶剂

ethanol

water

EtOAc

MeOH DCM

反应条件

后处理

1. 1
   温度The mixture was heated for 3 h
2. 2
   温度was then cooled to ambient temperature
3. 3
   洗涤The aqueous phase was washed with EtOAc (2×3 ml)
4. 4
   洗涤The combined organic layers were washed with brine (1 ml)
5. 5
   干燥dried with Na2SO4
6. 6
   其他evaporated
7. 7
   其他The product was obtained as a white film

实验过程

3-Trimethylsilyl alanine (J. Organomet. Chem., 628, (2001), 183–194; 19 mg, 0.118 mmol) was mixed with 3 ml BF3-MeOH (14%, 3.7 mmol) in a sealed tube and heated to 70° C. Analysis was performed using TLC (MeOH:DCM 1:9, stained w. ninhydrine in ethanol). The mixture was heated for 3 h and was then cooled to ambient temperature. The mixture was poured into a mixture of 3 ml EtOAc and 2 ml water containing Na2CO3. More Na2CO3 (5%-aq) was added until pH ca 7. The aqueous phase was washed with EtOAc (2×3 ml). The combined organic layers were washed with brine (1 ml), dried with Na2SO4 and evaporated. The product was obtained as a white film. Mass: 19 mg (92% yield). NMR (CDCl3): 0.1 (s, 9H), 1.2–1.4 (m, 2H), 3.8 (s, 3H), 4.2 (brs, 1H).

来源