Реакция #607401

Уравнение реакции

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

lithium aluminum hydride

→

title compound

Выход 101.4%

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

Выход 101.4%

Растворители

tetrahydrofuran

Условия реакции

Обработка

1. 1
   ТемператураThe reaction was refluxed for 18 hours
2. 2
   ТемператураThe reaction was cooled
3. 3
   Другоеquenched with ice water
4. 4
   ЭкстракцияThe reaction was extracted with ethyl acetate
5. 5
   Промывкаwashed with water, and brine
6. 6
   СушкаThe combined organic layers were dried over sodium sulfate
7. 7
   Фильтрацияfiltered
8. 8
   Концентрированиеconcentrated

Методика

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]+).

Источник