111154-28-0

Basic information

• Product Name: 2-(3'-hydroxy-4'-methoxyphenyl)-6,7-methylenedioxy-3,4-dihydronaphtalen-1(2H)-one
• Synonyms: 2-(3'-hydroxy-4'-methoxyphenyl)-6,7-methylenedioxy-3,4-dihydronaphtalen-1(2H)-one
• CAS NO: 111154-28-0
• Molecular Weight: 312.322
• Mol File: 111154-28-0.mol

Chemical Properties

• CAS DataBase Reference: 2-(3'-hydroxy-4'-methoxyphenyl)-6,7-methylenedioxy-3,4-dihydronaphtalen-1(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3'-hydroxy-4'-methoxyphenyl)-6,7-methylenedioxy-3,4-dihydronaphtalen-1(2H)-one(111154-28-0)
• EPA Substance Registry System: 2-(3'-hydroxy-4'-methoxyphenyl)-6,7-methylenedioxy-3,4-dihydronaphtalen-1(2H)-one(111154-28-0)

Safety Data

• Hazardous Substances Data: 111154-28-0(Hazardous Substances Data)

Upstream product

• 115439-06-0 2-(3-isopropoxy-4-methoxyphenyl)-4-(3',4'-methylenedioxyphenyl)-4-oxobutyric acid 
• 115439-04-8 2-(3-isopropoxy-4-methoxyphenyl)-4-(3',4'-methylenedioxyphenyl)-4-oxobutyronitrile 
• 115439-02-6 3-isopropoxy-4-methoxy-3',4'-methylenedioxychalcone 
• 34123-66-5 O-isopropylisovanillin 
• 3162-29-6 1-(benzo[d][1,3]dioxol-6-yl)ethanone 
• 111154-24-6 2-(3-isopropoxy-4-methoxyphenyl)-4-(3,4-methylenedioxyphenyl)butyric acid 

Relevant articles and documents

BASIC INTRAMOLECULAR ACYLATION. SYNTHESIS OF 2-ARYL-1-TETRALONES BEARING ISOPROPOXY OR BENZYLOXY GROUPS, SYNTHETIC KEY INTERMEDIATES FOR PHENOLIC ANTILEUKAEMIC BENZOPHENANTRIDINE ALKALOIDS, FROM 2,4-DIARILBUTYRIC ACID DERIVATIVES

Generally applicable intramolecular cyclisation of 2,4-diarylbutyric acids having isopropoxy (4) or benzyloxy (12) groups used to protect phenolic functions was required for the purpose of synthesis of phenolic benzophenantridine alkaloids.Treatment of the butyric acids (4b), (4d), (4f), and (12) with POCl3 in acetonitrile in the presence of potassium carbonate furnished the corresponding tetralones (5b), (5d), (5f), and (13) in excellent yield, respectively, without the cleavage of its isopropoxy or benzyloxy groups.A plausible mechanism for basic intramolecular acylation using POCl3 is proposed.