反应 #725878

ord-39f5aed54add4fc5853e193cf4f0cd47

反应方程式

Cc1ccccc1S(=O)(=O)n1cccc1C(=O)c1ccc(CNC(=O)C(F)(F)F)cc1
N-toluenesulfonyl-2-(4-(trifluoroacetylaminomethyl)benzoyl)pyrrole
[K+].[OH-]
KOH
NCc1ccc(C(=O)c2ccc[nH]2)cc1
2-(4-aminomethylbenzoyl)pyrrole
收率 86.5%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度the mixture was heated
  2. 2
    温度at reflux until TLC analysis
  3. 3
    其他consumption of the starting material
  4. 4
    过滤filtered
  5. 5
    其他dried

实验过程

To a stirred EtOH (10 mL) solution containing N-toluenesulfonyl-2-(4-(trifluoroacetylaminomethyl)benzoyl)pyrrole (1.00 g, 2.20 mmol), was added 40% KOH solution (2 mL) and the mixture was heated at reflux until TLC analysis showed complete consumption of the starting material. The reaction mixture was then cooled to room temperature worked up as in Example 7. The crude product was suspended in H2O, filtered and dried to afford the purified product 2-(4-aminomethylbenzoyl)pyrrole (381 mg, 86%). 1H NMR (500 MHz, CD3OD, 25° C.) δ2.43 (s, 3H), 4.53 (s, 2H), 6.42 (m, 1H), 6.77 (m, 1H), 7.41 (d, 2H), 7.72 (d, 2H), 7.85 (m, 1H), 7.95 (d, 2H), 8.39 (t, 1H); 13C NMR (100 MHz, CD3OD, 25° C.) δ44.6, 109.7, 119.4, 125.6, 126.5, 128.4, 130.4, 136.8, 146.1, 184.6; HRMS (EI): m/z 200.0940 (100) {M}+.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07691292B2uspto-grants-2010_04