1-ETHYL-1H-INDOLE-2-CARBALDEHYDE synthesis
- Product Name:1-ETHYL-1H-INDOLE-2-CARBALDEHYDE
- CAS Number:40913-43-7
- Molecular formula:C11H11NO
- Molecular Weight:173.21
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Yield:40913-43-7 90%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide; for 4 h;
Steps:
Synthesis of l-eth l-lH-indole-2-carbaldeh de Intermediate for Example-3)
To a stirred solution lH-indole-2-carbaldehyde (1, 1 g, 6.89 mmol) in DMF (15 mL), was added potassium carbonate (2.85 g, 20.6 mmol) followed by iodoethane (0.6 mL, 7.58 mmol) and the reaction mixture was stirred at same temperature for 4 h. Reaction mixture was poured into crushed ice, diluted with water and extracted with ethyl acetate. Organic layer was dried over anhydrous sodium sulfate evaporated under vacuum to give the crude. Crude was purified by flash column chromatography using ethyl acetate and hexane to obtain 1 -ethyl- lH-indole-2-carbaldehyde as the viscous liquid. (Yield: lg, 90%). 1HNMR (400 MHz, DMSO-d6) 5(ppm): 9.88 (s, 1H), 7.75 (d, = 8Hz, 1H), 7.61 (d, 1H, J = 8 Hz, 1H), 7.44 (s, 1H), 7.41-7.37 (m, 1H), 7.16-7.12 (m, 1H), 4.58-4.52 (m, 2H), 1.26-1.23 (m, 3H). MS (ESI): mass calcd. for CnHnNO, 173.08; m/z found, 174.0 (M+H)+.
References:
WO2019/58393,2019,A1 Location in patent:Paragraph 000313
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