145275-28-1

Basic information

• Product Name: 3-(2-hydroxyphenyl)methyl-5-methoxyindole
• Synonyms: 3-(2-hydroxyphenyl)methyl-5-methoxyindole
• CAS NO: 145275-28-1
• Molecular Formula: C₁₆H₁₅NO₂
• Molecular Weight: 253
• Mol File: 145275-28-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(2-hydroxyphenyl)methyl-5-methoxyindole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-hydroxyphenyl)methyl-5-methoxyindole(145275-28-1)
• EPA Substance Registry System: 3-(2-hydroxyphenyl)methyl-5-methoxyindole(145275-28-1)

Safety Data

• Hazardous Substances Data: 145275-28-1(Hazardous Substances Data)

Upstream product

• 1006-94-6 5-methoxylindole 
• 18885-85-3 2-phenyl-4H-benzo-1,3,2-dioxaborine 
• 1666-14-4 N’-(2-hydroxybenzylidene)-4-methylbenzene-1-sulfonohydrazide 
• 90-01-7 salicylic alcohol 

Relevant articles and documents

Palladium-catalyzed enantioselective C-3 allylation of 3-substituted-1H- indoles using trialkylboranes

We have developed a new enantioselective C-3 allylation of 3-substituted indoles using allyl alcohol and trialkylboranes. Asymmetric syntheses of 3,3-disubstituted indolines and indolenines in enantiomeric excesses up to 90% have been achieved using the bulky borane 9-BBN-C6H13 as the promoter of the reaction. The dependence of the selectivity on the nature of the borane suggests that the boron reagent has a role beyond promoting ionization of the allyl alcohol. A protocol for oxidation of indolenines to oxindoles has also been developed and led to a formal synthesis of (-)-phenserine. Copyright

Reactions of 2-phenyl-4H-1,3,2-benzodioxaborin, a stable ortho-quinone methide precursor

Thermolysis of 1-phenyl-4H-1,3,2-benzodioxaborins generated the corresponding ortho-quinone methides, which were found to undergo intermolecular cycloaddition reactions with ethyl vinyl ether, dihydropyran, β-methylstyrene, cyclohexene, and 1-ethoxy-1-trimethylsiloxy-1-propenes to give various substituted chromans.Intramolecular trapping of the quinone methides with an olefin led to the syntheses of several analogs of tetrahydrocannabinols. ortho-Quinone methides, generated by treatment of the 2-phenyl-4H-1,3,2-benzodioxaborins with a Lewis acid, react with various nucleophiles to give the corresponding 1,4-addition products.Thus, alkyl and aryl thiols, alcohols, amine, hydride, allyl trimethylsilane, acetophenone, and diethyl malonate as well as some aryl compounds react with the quinone methide to give various 2-substituted phenols.Intramolecular reaction of the quinone methide with an aryl group led to the preparation of some 4-phenylchromans and tetralins.