91873-10-8

Basic information

• Product Name: 2-nitro-phenylacetaldehyde diethyl acetal
• Synonyms: 2-nitro-phenylacetaldehyde diethyl acetal
• CAS NO: 91873-10-8
• Molecular Weight: 239.271
• Mol File: 91873-10-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-nitro-phenylacetaldehyde diethyl acetal(CAS DataBase Reference)
• NIST Chemistry Reference: 2-nitro-phenylacetaldehyde diethyl acetal(91873-10-8)
• EPA Substance Registry System: 2-nitro-phenylacetaldehyde diethyl acetal(91873-10-8)

Safety Data

• Hazardous Substances Data: 91873-10-8(Hazardous Substances Data)

Upstream product

• 109-95-5 ethyl nitrite 
• 579-71-5 2-nitrostyrene 
• 141-52-6 sodium ethanolate 
• 75867-47-9 trimethyl((2-nitrophenyl)ethynyl)silane 

Downstream Products

• 91873-11-9 2-aminophenylacetaldehyde diethyl acetal 
• 120-72-9 indole 

Relevant articles and documents

Palladium-Catalyzed Synthesis of Indoles from 2-Nitrostyrenes

In the presence of palladium salts, oxidation of 2-nitrostyrenes 1 with nitrous acid alkyl esters 2 resulted in the formation of 2-nitrophenylacetaldehyde dialkyl acetals 3.Reductive cyclization of the acetals 3 with iron powder in acetic acid afforded indoles 5 in good yield.

SYNTHESIS OF INDOLE AND RELATED COMPOUNDS FROM HALO-NITROAROMATICS

5,7-dimethyl-6-azaindole was synthesized by treatment of 3-amino-2,6-dimethyl-4-pyridineacetaldehyde diethyl acetal with hydrochloric acid in boiling ethanol.According to the similar manner, indole and ethyl 4-indolecarboxylate were obtained from the corresponding 2-aminophenylacetaldehyde derivatives in satisfactory yields.The starting materials were easily prepared by palladium-catalyzed cross-coupling reaction of o-halonitroaromatics with trimethylsilylacetylene followed by the reaction with sodium ethoxide and catalytic reduction of the o-nitro group.