3.2.3. Synthesis of Ethyl, 1H-Indole-2-Carboxylate (5)

MN Manar I. Nagy
KD Khaled M. Darwish
SK Safaa M. Kishk
MT Mohamed A. Tantawy
AN Ali M. Nasr
MQ Mona Qushawy
SS Shady A. Swidan
SM Samia M. Mostafa
IS Ismail Salama
ask Ask a question
Favorite

To a stirred solution of 1H-indole-2-carboxylic acid (4) (1.5 g, 9.31 mmol) in dry ethanol (25 mL), sulfuric acid (0.5 mL) was added as catalyst. The reaction mixture was refluxed for 1.5 h. After the reaction was complete, water (25 mL) was added, and the mixture was extracted with ethyl acetate (3 × 50 mL). The combined organic phases were washed with brine, water, and dried over anhydrous Na2SO4. The solvent was evaporated under vacuum to give ethyl-1H-indole-2-carboxylate (6) as a white powder [65]. M.p. 126–127 °C (Lit. M.p. 123–124 °C). 1H NMR (CDCl3) δ 1.43 (t, J = 7.4 Hz, 3H, CH3), 4.51 (q, J = 7.2 Hz, 2H, CH2), 6.96–6.99 (m, 1H, Ar), 7.12 (d, J = 7.0 Hz, 2H, Ar), 7.35 (d, J = 7.2 Hz, 2H, Ar), 9.31 (s, 1H, NH).

Do you have any questions about this protocol?

Post your question to gather feedback from the community. We will also invite the authors of this article to respond.

post Post a Question
0 Q&A