156049-44-4

Basic information

• Product Name: 3-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-1H-indole
• Synonyms: 3-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-1H-indole
• CAS NO: 156049-44-4
• Molecular Weight: 245.321
• Mol File: 156049-44-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-1H-indole(156049-44-4)
• EPA Substance Registry System: 3-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-1H-indole(156049-44-4)

Safety Data

• Hazardous Substances Data: 156049-44-4(Hazardous Substances Data)

Upstream product

• 201230-82-2 carbon monoxide 
• 287477-27-4 2-[3-(tetrahydro-2H-pyran-2-yloxy)prop-1-yn-1-yl]aniline 
• 6089-04-9 3-(tetrahydropyran-2'-yloxy)propyne 
• 615-43-0 2-iodophenylamine 

Downstream Products

• 221284-07-7 1-tert-butoxycarbonyl-2-[3,5-bis(trifluoromethyl)phenyl]-3-[2-(tetrahydro-2H-pyran-2-yloxy)ethyl]-1H-indole 
• 221284-10-2 1-tert-Butoxycarbonyl-2-[3,5-bis(trifluoromethyl)phenyl]-3-(2-hydroxyethyl)-1H-indole 
• 221282-94-6 2-[3,5-Bis(trifluoromethyl)phenyl]-3-[2-(N-methyl-N-isopropylamino)ethyl]-1H-indole 

Relevant articles and documents

Hydroformylation of 2-Alkynylanilines: Toward an Alternative Methodology for the Synthesis of 3-Substituted Indoles

A potentially viable route for the synthesis of 3-substituted indoles is presented herein. The methodology is based on a regioselective Rh-catalysed hydroformylation of prepared 2-alkyn-1-ylanilines. The requisite 2-alkynylaniline substrates were prepared in high yields (>85 %) using the Pd-catalysed Sonogashira reaction. A catalyst complex that comprises RhI(CO)(PPh3)3 and 1,2-bis(diphenylphosphino)ethane as the ligand allowed the quantitative conversions of the alkynyl substrates with selectivities >75 % for the desired 3-substituted indoles.