반응 #725878

반응 방정식

N-toluenesulfonyl-2-(4-(trifluoroacetylaminomethyl)benzoyl)pyrrole

KOH

→

2-(4-aminomethylbenzoyl)pyrrole

수율 86.5%

용매

EtOH

반응 조건

후처리

1. 1
   온도the mixture was heated
2. 2
   온도at reflux until TLC analysis
3. 3
   기타consumption of the starting material
4. 4
   여과filtered
5. 5
   기타dried

실험 절차

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}+.

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