反应 #607401

反应方程式

2-amino-2-(4-chloro-3-methylphenyl)acetic acid

lithium aluminum hydride

→

title compound

收率 101.4%

2-amino-2-(4-chloro-3-methylphenyl)ethanol

收率 101.4%

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   温度The reaction was refluxed for 18 hours
2. 2
   温度The reaction was cooled
3. 3
   其他quenched with ice water
4. 4
   萃取The reaction was extracted with ethyl acetate
5. 5
   洗涤washed with water, and brine
6. 6
   干燥The combined organic layers were dried over sodium sulfate
7. 7
   过滤filtered
8. 8
   浓缩concentrated

实验过程

To 2-amino-2-(4-chloro-3-methylphenyl)acetic acid (1.7 g, 8.5 mmol) in tetrahydrofuran (0.4 M) at 0° C. was added lithium aluminum hydride (2 M, 8.5 mL, 17 mmol) dropwise. The reaction was refluxed for 18 hours. The reaction was cooled and quenched with ice water. The reaction was extracted with ethyl acetate, washed with water, and brine. The combined organic layers were dried over sodium sulfate, filtered, and concentrated to provide the title compound as a yellow solid (1.6 g, quantitative): 1H NMR (300 MHz, DMSO-d6) δ 7.44-7.23 (m, 2H), 7.18 (dd, J=8.2, 2.2 Hz, 1H), 4.77 (bs, 2H), 3.81 (dd, J=7.8, 4.8 Hz, 1H), 3.53-3.14 (m, 3H), 2.30 (s, 3H); ESIMS m/z 186 ([M+H]+).

来源