Реакция #41803

Уравнение реакции

benzyl alcohol

2-Fluoro-3-(4-methyl-piperazin-1-yl)-6-nitro-phenylamine

→

2

Выход 94.4%

3-Fluoro-4-(4-methyl-piperazin-1-yl)-benzene-1,2-diamine

Выход 94.4%

Растворители

EtOAc

Условия реакции

Обработка

1. 1
   ДругоеA 250 mL reaction tube
2. 2
   ДругоеThe reaction tube was sealed
3. 3
   Температураto cool to rt
4. 4
   Фильтрацияfiltered through Celite
5. 5
   Промывкаwashed successively with EtOAc, MeOH, and EtOH
6. 6
   КонцентрированиеThe combine organics were concentrated

Методика

A 250 mL reaction tube was charged with benzyl alcohol 1 (1.0 g, 3.6 mmol), MnO2 (4.7 g, 54 mmol) and EtOAc (20 mL). The reaction tube was sealed was heated to 120° C. with stirring for 2 h. The reaction was allowed to cool to rt, then filtered through Celite and washed successively with EtOAc, MeOH, and EtOH. The combine organics were concentrated to give 936 mg (3.4 mmol, 94%) of 2 as an orange solid: 1H NMR (300 MHz, CDCl3) δ 10.01 (s, 1H), 8.64 (d, J=5.5 Hz, 1H), 8.09 (br s, 1H), 7.96 (d, J=2.75 Hz, 1H), 7.37 (d, J=2.48 Hz, 1H), 7.29 (d, J=2.75 Hz, 1H), 7.08 (dd, J=2.47, 5.5 Hz, 1H), 6.94 (d, J=9.35 Hz, 1H), 3.08 (d, J=5.23 Hz, 3H).

Источник