ChemicalBook CAS DataBase List 5-Chloroindole-3-carboxaldehyde

5-Chloroindole-3-carboxaldehyde synthesis

9synthesis methods

Product Name:5-Chloroindole-3-carboxaldehyde
CAS Number:827-01-0
Molecular formula:C9H6ClNO
Molecular Weight:179.6

100-97-0
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$14.00/250G

17422-32-1 Synthesis

17422-32-1
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$6.00/1g

827-01-0
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$9.00/250mg

Yield:827-01-0 83%

Reaction Conditions:

with water;iodine in N,N-dimethyl-formamide at 150; under 5171.62 Torr; for 0.133333 h;Flow reactor;

Steps:

3. C3-formylation of indoles in the continuous flow reactor
General procedure: The continuous flow reactor system consisted of the dual pump (KP-22-13, SS), PTFE tubing (length: 16 m, ID: 1 mm), T-junction (1.25 mm thru-hole), back pressure regulator (40, 75, 100, 250 psi), oil bath and hot plate. In this experiment, we used BOLA PTFE tubing to experiment at high temperature. In order to react stably at the temperature above the boiling point of water, looked for the maximum temperature conditions according to the pressure of the back pressure regulator in which the bubble does not occur. The reaction started in the concentration of indole (1.0 mmol), HMTA (2.0 mmol) and I 2 (1.0 mmol) in solvent (10 mL). Since this reaction proceeds in a single phase of liquid, the reaction time was set by the inner volume of tubing and the flow rate in the continuous flow reactor. After the reaction is over, the product was quantified using 1 H NMR and the NMR yield was obtained.

References:

Sung, Ha Kyoung;Kim, Dong Hyun;Kim, Joon Seok;Park, Chan Pil [Bulletin of the Korean Chemical Society,2021,vol. 42,# 3,p. 388 - 392] Location in patent:supporting information

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50-00-0 Synthesis