5031-11-8

Basic information

• Product Name: 1-hydroxymethyl-1H-indole
• Synonyms: 1-hydroxymethyl-1H-indole
• CAS NO: 5031-11-8
• Molecular Weight: 147.177
• Mol File: 5031-11-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-hydroxymethyl-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-hydroxymethyl-1H-indole(5031-11-8)
• EPA Substance Registry System: 1-hydroxymethyl-1H-indole(5031-11-8)

Safety Data

• Hazardous Substances Data: 5031-11-8(Hazardous Substances Data)

Upstream product

• 120-72-9 indole 
• 50-00-0 formaldehyd 
• 108940-04-1 1-(pivaloyloxymethyl)indole 

Downstream Products

• 40899-73-8 N-tert-butyldimethylsilylindole 
• 58246-76-7 indole-1-carboxaldehyde 
• 120-72-9 indole 

Relevant articles and documents

Solvent-Free addition of indole to aldehydes: Unexpected synthesis of novel 1-[1-(1h-indol-3-yl) alkyl]-1h-indoles and preliminary evaluation of their cytotoxicity in hepatocarcinoma cells

New 1-[1-(1H-indol-3-yl) alkyl]-1H-indoles, surprisingly, have been obtained from the addition of indole to a variety of aldehydes under neat conditions. CaO, present in excess, was fundamental for carrying out the reaction with paraformaldehyde. Under the same reaction conditions, aromatic and heteroaromatic aldehydes afforded only classical bis (indolyl) aryl indoles. In this paper, the role of CaO, together with the regiochemistry and the mechanism of the reaction, are discussed in detail. The effect of some selected 3,3'- and 1,3'-diindolyl methane derivatives on cell proliferation of the hepatoma cell line FaO was also evaluated.

Studies in the Protection of Pyrrole and Indole Derivatives

Treatment of pyrrole (1a), 2,5-dimethylpyrrole (1b), indole (3a), 2-methylindole (3b), 3-methylindole (3c), 2,3-dimethylindole (3d), 1,2,3,4-tetrahydro-9H-carbazole (5a), 5,6,7,8,9,10-hexahydrocycloheptindole (5b), and 6,7,8,9,10,11-hexahydro-5H-cyclo-octindole (5c) with sodium hydride in tetrahydrofuran, followed by phenyl t-butyl carbonate (8) gives the corresponding N-t-butoxycarbonyl (t-BOC) derivatives in satisfactory yields.By using chlorodimethyl-t-butylsilane instead of (8), N-dimethyl-t-butylsilyl derivatives are obtained, also in satisfactory yields.The use of the 2-(trimethylsilyl)ethoxycarbonyl (TEOC) group for the N-protection of the indole system, and the pivaloyloxymethyl (POM) group for the N-protection of the pyrrole and indole systems is also described.