ChemicalBook CAS DataBase List 6-Methoxy-1H-indole-3-carbaldehyde

6-Methoxy-1H-indole-3-carbaldehyde synthesis

7synthesis methods

Product Name:6-Methoxy-1H-indole-3-carbaldehyde
CAS Number:70555-46-3
Molecular formula:C10H9NO2
Molecular Weight:175.18

3189-13-7 Synthesis

3189-13-7
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$19.00/1g

100-97-0
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$14.00/250G

70555-46-3
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$8.00/100mg

Yield:70555-46-3 86%

Reaction Conditions:

with aluminum (III) chloride in N,N-dimethyl-formamide at 120; for 1.3 h;

Steps:

8 Example 1

General procedure: A method for synthesizing compound III-1 wherein R1, R2 and R3 are simultaneously hydrogen in the formula III, the method comprising the steps of:(1) Add to a 50 mL round bottom flask1.0mmol indole(In the formula I, R1, R2, and R3 are both hydrogen) and1.0 mmol (0.140 g) of hexamethylenetetramine, then 2 mL of N,N-dimethylformamide (DMF), stirred in a magnetic stirrer to dissolve the solid, followed by the addition of 0.05 mmol (0.012 g) of crystalline trichloride Aluminum, connected to a reflux condenser, heated at 120 ° C, the reaction progress was monitored by TLC, and the reaction was cooled to room temperature after 1 h to prepare a suspension;(2) The suspension prepared in the step (1) is suction filtered with a funnel padded with diatomaceous earth.The filter cake was washed well with ethyl acetate, suction filtered, and the above operation was repeated until the filtrate had no product, and all the filtrates were combined.Dilute with 15 mL of saturated saline solution, disperse and separate the layers, and the aqueous layer was further extracted with ethyl acetate three times.Each time 10 mL, the ethyl acetate layer was combined and washed with 10 mL of 2 mol/L diluted hydrochloric acid.Wash with 10 mL of saturated sodium bicarbonate solution, and finally wash with 10 mL of saturated brine.The washed ethyl acetate layer was dried over anhydrous sodium sulfate, and after drying, the desiccant was filtered off.Then use a rotary evaporator to recover the solvent to concentrate the product, and finally,The residue is subjected to silica gel column chromatography using a mixture of n-hexane-ethyl acetate (V/V = 2:1) as an eluent to obtain a purified product.The mass of the compound III-indole-3-carbaldehyde is 0.137g,The product yield was 94%.

References:

CN108329249,2018,A Location in patent:Paragraph 0041-0044; 0076-0079

3189-13-7 Synthesis

3189-13-7
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$19.00/1g

50-00-0 Synthesis