Реакция #325408

ord-f2002e4ddc1444d886a6b3f677148a94

Уравнение реакции

Cl
HCl
O=C1Nc2ccc(F)cc2C1=O
5-fluoroisatin
OO
H2O2
Nc1ccc(F)cc1C(=O)O
2-amino-5-fluoro-benzoic acid
Выход 80.9%

Реактанты

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Температураbecame warm
  2. 2
    Температураeffervesced, the solution was cooled in an ice-bath
  3. 3
    ДругоеThe precipitated solid was collected
  4. 4
    Другоеdried in air

Методика

A stirred solution of 5-fluoroisatin (39 g, 0.236 mol) in NaOH (5%, 500 mL) was treated dropwise over 10 min with 30% H2O2 (57 g, calculated to contain 17 g, 0.5 mol). After another 20 min of being stirred, during which became warm and effervesced, the solution was cooled in an ice-bath and acidified to pH=4 with 3 M HCl. The precipitated solid was collected and dried in air to obtain 2-amino-5-fluoro-benzoic acid 1 as a beige powder (29.6 g, 80%). 1H NMR (DMSO-d6) δ 7.3-8.2 (m, 2H), 7.08 (d, J=9 Hz, 1H), 6.63 (d, J=9 Hz, 2H), 2.13 (s, 3H).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08642609B2uspto-grants-2014_02