反応 #607401

反応方程式

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

lithium aluminum hydride

→

title compound

収率 101.4%

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

収率 101.4%

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   温度The reaction was refluxed for 18 hours
2. 2
   温度The reaction was cooled
3. 3
   その他quenched with ice water
4. 4
   抽出The reaction was extracted with ethyl acetate
5. 5
   洗浄washed with water, and brine
6. 6
   乾燥The combined organic layers were dried over sodium sulfate
7. 7
   ろ過filtered
8. 8
   濃縮concentrated

実験手順

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]+).

出典