ChemicalBook > CAS DataBase List > ETHYL 5-BROMO-3-FORMYL-1H-INDOLE-2-CARBOXYLATE

ETHYL 5-BROMO-3-FORMYL-1H-INDOLE-2-CARBOXYLATE

Product Name: ETHYL 5-BROMO-3-FORMYL-1H-INDOLE-2-CARBOXYLATE
CAS No.: 100123-25-9
Chemical Name: ETHYL 5-BROMO-3-FORMYL-1H-INDOLE-2-CARBOXYLATE
Synonyms: ETHYL 5-BROMO-3-FORMYL-1H-INDOLE-2-CARBOXYLATE;5-BROMO-3-FORMYL-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER;Ethyl 5-bromo-3-formyl-1H-indole-2-carboxylate - [E37736];1H-Indole-2-carboxylic acid, 5-bromo-3-formyl-, ethyl ester
CBNumber: CB9428546
Molecular Formula: C12H10BrNO3
Formula Weight: 296.12
MOL File: 100123-25-9.mol

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ETHYL 5-BROMO-3-FORMYL-1H-INDOLE-2-CARBOXYLATE Property

Melting point:: 245 °C(Solv: ethanol (64-17-5))
Boiling point:: 476.7±45.0 °C(Predicted)
Density: 1.608±0.06 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
pka: 12.56±0.30(Predicted)
Appearance: Off-white to light yellow Solid

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

TRC

Product number: E702910
Product name: Ethyl5-Bromo-3-formyl-1H-indole-2-carboxylate
Packaging: 100mg
Price: $105
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: HCH0035738
Product name: ETHYL 5-BROMO-3-FORMYL-1H-INDOLE-2-CARBOXYLATE
Purity: 95.00%
Packaging: 2G
Price: $2021.25
Updated: 2021/12/16

J&W Pharmlab

Product number: 48R0609
Product name: Ethyl5-bromo-3-formyl-1H-indole-2-carboxylate
Purity: 96%
Packaging: 5g
Price: $3998
Updated: 2021/12/16

J&W Pharmlab

Product number: 48R0609
Product name: Ethyl5-bromo-3-formyl-1H-indole-2-carboxylate
Purity: 96%
Packaging: 25g
Price: $12990
Updated: 2021/12/16

Ambeed

Product number: A190769
Product name: Ethyl5-bromo-3-formyl-1H-indole-2-carboxylate
Purity: 98%
Packaging: 250mg
Price: $66
Updated: 2021/12/16

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ETHYL 5-BROMO-3-FORMYL-1H-INDOLE-2-CARBOXYLATE Chemical Properties,Usage,Production

Uses

Ethyl 5-Bromo-3-formyl-1h-indole-2-carboxylate is a versatile building block. It was used as a reactant in the synthetic preparation of hydroxyindolecarboxylates by Baeyer-Villiger oxidation.

Synthesis

16732-70-0

100123-25-9

Oxalyl chloride (3.43 mL, 39.9 mmol) was slowly added dropwise to a mixed solution containing DMF (30 mL) and dichloromethane (80 mL) at 0 °C while maintaining stirring. After the dropwise addition was completed, stirring was continued at 0 °C for 20 min. Subsequently, a solution of ethyl 5-bromoindole-2-carboxylate (10 g, 37.3 mmol) dissolved in DMF (80 mL) was added. The reaction mixture was transferred to room temperature and stirred continuously for 24 hours. Upon completion of the reaction, the mixture was poured into saturated aqueous sodium bicarbonate solution and extracted with dichloromethane. The organic phases were combined, washed sequentially with water and saturated saline, dried over anhydrous sodium sulfate and concentrated under reduced pressure. Finally, the target product ethyl 5-bromo-3-formyl-1H-indole-2-carboxylate was obtained by ethanol recrystallization in a yield of 8.9 g and 81%.

References

[1] Patent: WO2006/77366, 2006, A1. Location in patent: Page/Page column 152
[2] Patent: WO2006/77367, 2006, A1. Location in patent: Page/Page column 89

ETHYL 5-BROMO-3-FORMYL-1H-INDOLE-2-CARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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ETHYL 5-BROMO-3-FORMYL-1H-INDOLE-2-CARBOXYLATE Suppliers

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100123-25-9, ETHYL 5-BROMO-3-FORMYL-1H-INDOLE-2-CARBOXYLATERelated Search:

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5-BROMO-3-FORMYL-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER

ETHYL 5-BROMO-3-FORMYL-1H-INDOLE-2-CARBOXYLATE

1H-Indole-2-carboxylic acid, 5-bromo-3-formyl-, ethyl ester

Ethyl 5-bromo-3-formyl-1H-indole-2-carboxylate - [E37736]

100123-25-9