Methyl3-formyl-1H-indole-7-carboxylate Chemical Properties

Density 

1.341

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

Appearance

White to light yellow Solid

Methyl3-formyl-1H-indole-7-carboxylate Usage And Synthesis

Uses

methyl 3-formyl-1H-indole-7-carboxylate is a useful research chemical.

Synthesis

The general procedure for the synthesis of methyl 3-formyl-1H-indole-7-carboxylate from methyl indole-7-carboxylate and N,N-dimethylformamide was as follows: in anhydrous 1,2-dichloroethane (6 mL), phosphorus trichloride (0.43 mL, 4.6 mmol) was slowly added to anhydrous N,N-dimethylformamide (0.35 mL, 4.6 mmol) to prepare a phosphoryl chloride -dimethylformamide mixture and cooled the mixture to below 5°C. A solution of anhydrous 1,2-dichloroethane (6 mL) of 7-methoxycarbonylindole (0.69 g, 4 mmol) was added dropwise to the above mixture below 5 °C. The reaction mixture was stirred at room temperature for 2 hours and subsequently heated at 50 °C for 30 minutes. Upon completion of the reaction, the mixture was cooled, the precipitate was filtered and washed with 1,2-dichloroethane. The precipitate was suspended in 10% aqueous sodium carbonate solution (30 mL) and stirred for 20 minutes at room temperature. Dichloromethane was added and stirring was continued for 10 minutes. The organic phase was separated and the aqueous phase was extracted with dichloromethane. The organic extracts were combined, washed with brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated to give 0.75 g of the title product (93% yield). Melting point: 153-154°C.

References

[1] Patent: US7049312, 2006, B1. Location in patent: Page/Page column 112
[2] Chemistry - A European Journal, 2016, vol. 22, # 37, p. 13004 - 13009

Methyl3-formyl-1H-indole-7-carboxylate(312973-24-3)Related Product Information

• Basic Violet 1
• Methyl formate
• Methylparaben
• Methanol
• Kresoxim-methyl
• Methyl acrylate
• Acetonitrile
• Methyl benzoate
• Methyl
• Methyl chloroformate
• INDOLE-7-METHANOL
• 1H-Indole-7-carboxylic acid
• Methyl 1H-indole-7-carboxylate
• 7-METHYLINDOLE-3-CARBOXALDEHYDE
• Indole-7-carboxaldehyde
• 3-FORMYL-1H-INDOLE-7-CARBOXYLIC ACID
• CARBOXYLIC ACID
• Methyl3-formyl-1H-indole-7-carboxylate