반응 #607401

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

lithium aluminum hydride

→

title compound

수율 101.4%

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

수율 101.4%

용매

tetrahydrofuran

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후처리

1. 1
   온도The reaction was refluxed for 18 hours
2. 2
   온도The reaction was cooled
3. 3
   기타quenched with ice water
4. 4
   추출The reaction was extracted with ethyl acetate
5. 5
   세척washed with water, and brine
6. 6
   건조The combined organic layers were dried over sodium sulfate
7. 7
   여과filtered
8. 8
   농축concentrated

실험 절차

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]+).

출처